Enterprise Account Executive- Symmetry
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
Symmetry Software is part of Gusto. Symmetry is the payroll infrastructure for software & payroll platforms powering the paychecks of over 64 million workers each year. Our fully integrated suite of payroll tax APIs and software tools allows companies to solve tax compliance issues and build applications across the entirety of the payroll process. About the Role:
As an Account Manager at Symmetry, you'll be tasked with nurturing long-term customer relationships and guiding growth within your assigned portfolio. You'll serve as the trusted advisor to clients - ensuring adoption, satisfaction, and expansion across our solutions. This role requires a proactive, consultative approach to identifying new opportunities, resolving challenges, and aligning customer goals with measurable outcomes. You'll collaborate closely with sales, success, and product teams to deliver extraordinary value and maintain Symmetry's reputation for excellence and partnership.
About the Team:
The Sales team at Symmetry Software is responsible for helping leading HR, payroll, and compliance platforms integrate our technology to ensure accurate, compliant paychecks for millions of employees across the U.S. You'll join a collaborative, high-performing team that values learning, enablement, and scalable excellence. This role partners cross-functionally with Sales, Product, and Client Success-acting as the connective tissue between technical credibility and commercial impact.
Our team is deeply invested in combining AI-driven workflows, consultative selling, and domain expertise to modernize how we engage, educate, and win with clients.
Here's what you'll do day-to-day:
Responsibilities
Manage and grow a defined portfolio of enterprise accounts, guiding expansion through cross-sell and upsell.
Source and close new enterprise opportunities across Symmetry's full suite of products.
Deliver compelling demos and ROI-based presentations to senior leaders across Product, Engineering, Payroll Tax Compliance, and Finance functions.
Lead negotiations and coordinate with legal, product, and implementation teams to ensure the successful execution of contracts.
Maintain pipeline forecasting and activity tracking within Salesforce (or equivalent CRM).
Collaborate cross-functionally with Marketing, Product, and Customer Success to enhance client satisfaction and market strategy.
Consistently meet or exceed quarterly and annual sales targets, including new bookings and renewal goals.
Travel up to 10% for key client visits and industry events.
AI Fluency
You are expected to use AI tools as part of your daily workflow and progressively embed AI into how you sell, research, and collaborate. At this stage, you're experimenting, iterating, and sharing effective practices that improve personal and team efficiency.
AI-Enhanced Selling & Prospecting
Use AI to identify ideal customer profiles, prioritize accounts, and personalize outreach based on industry, role, and pain points.
Leverage AI to draft prospecting emails, summarize meeting notes, and generate client-specific business cases more efficiently.
Evaluate AI outputs critically for accuracy, tone, and brand alignment before client use.
AI-Driven Account Planning & Forecasting
Apply AI to synthesize CRM, call, and pipeline data into actionable insights that improve forecasting accuracy and renewal strategy.
Experiment with predictive models or AI copilots to identify expansion signals and optimize deal strategy.
Use structured prompting and automation tools to save time on administrative reporting.
AI for Knowledge Documentation & Collaboration
Capture and codify account learnings, use cases, and competitive insights using AI documentation tools.
Contribute to the shared sales knowledge base and collaborate with peers by sharing successful prompts or AI workflows.
Here's what we're looking for:
7-10 years of quota-carrying experience in B2B SaaS or enterprise software sales, ideally within HCM, payroll, or tax compliance technology.
Proven success managing complex sales cycles and closing six-figure+ ARR deals.
Demonstrated ability to identify, develop, and convert new business opportunities while expanding existing relationships.
Solid business acumen and consultative selling skills, with the ability to translate technical solutions into business value.
Excellent communication, presentation, and negotiation skills with senior-level stakeholders.
Experience using Salesforce, HubSpot, or similar CRM platforms.
Motivated, curious, and collaborative-driven to succeed both individually and as part of a high-performing team.
Our cash compensation amount for this role is targeted between $151,000- $186,000 OTE in Scottsdale and most remote locations, and $194,000- $240,000 in San Francisco and New York. OTE = on target earnings which includes both base salary and variable commission with a 70/30 split between base salary (70%) and variable commission (30%). Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyGovernment Affairs Lead (Small Business Healthcare, Benefits, and HR Policy)
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About Gusto
Gusto is a modern, online people platform that helps small businesses take care of their teams. In addition to full-service payroll, Gusto provides health insurance, 401(k) plans, expert HR support, and team management tools. We're on a mission to create a world where work empowers a better life, and we're looking for passionate individuals to join us.
About the Role:
As a Government Affairs Lead, you are a senior policy leader with deep expertise in small business healthcare, benefits, and HR policy and are highly proficient in using AI as a core part of your work. You will drive Gusto's policy agenda with a focus on strengthening the regulatory and legislative environment for small and medium-sized businesses-especially in areas that shape how they hire, pay, retain, and provide benefits for their teams.
You will apply in-depth functional knowledge and AI-enabled analysis to develop solutions to complex policy challenges, particularly those impacting healthcare affordability and access, payroll and HR operations, benefits administration, workplace compliance, and the evolving employer-employee relationship. As Gusto's product suite expands, you will also work across the organization to anticipate and engage on other policy issues affecting Gusto's customers, using AI to surface trends, synthesize information quickly, and model potential impacts.
This role requires understanding the interrelationships between policy disciplines-from healthcare and labor regulation to taxation, benefits, and the future of work-and the ability to deliver creative, effective strategies for multifaceted issues. You will position Gusto to anticipate and influence legislative and regulatory proposals, develop and promote best-practice frameworks for policy change management, and ensure Gusto is consistently recognized as a leading voice for small business.
You will represent Gusto before government officials, lead industry coalitions, and serve as a senior advisor to internal leaders navigating complex policy matters. This may include directing the activities of others and requires someone who can see around corners, recognize policy trends, and guide the organization through the full lifecycle of public policy change-from idea to implementation-with AI as a key enabler.
This role requires understanding the interrelationships between different policy disciplines and providing creative and effective solutions to multifaceted issues. You will be responsible for positioning Gusto proactively to respond to and influence proposed regulatory and legislative policy changes, while developing and promoting best practices for policy change management that optimize outcomes for Gusto and our customers.
You will represent Gusto before government officials, lead industry association working groups, and serve as a senior advisor on complex policy matters across the organization. This position may include directing the activities of others and requires someone who can see around corners, recognize policy trends, and understand the full spectrum of public policy change from proposal through implementation.
About the Team:
The Government Affairs team is at the forefront of shaping the policy landscape for small businesses and their employees. We are the bridge between Gusto's innovative products and the complex world of legislation and regulation. We work to ensure that public policy empowers entrepreneurship and creates a more equitable and efficient environment for our customers to thrive.
Here's what you'll do day-to-day:
Strategic Leadership & Vision
Develop comprehensive government affairs strategies with a strong focus on small business healthcare, tax, HR, and benefits policy, while aligning with Gusto's broader business objectives.
Use AI tools to monitor, summarize, and forecast legislative and regulatory developments, and to identify emerging policy risks and opportunities.
Guide the creation of new policy approaches that position Gusto as a thought leader in areas such as healthcare affordability, payroll modernization, and the future of work.
Proactively identify evolving policy areas that may impact Gusto customers as the company grows, and prepare the organization to engage effectively.
Advanced Policy Analysis & Management
Lead complex policy change initiatives using AI-driven research, synthesis, and scenario analysis across issues affecting healthcare, benefits, HR compliance, payroll, employment law, and other customer-relevant domains.
Evaluate regulatory or legislative proposals, understand impact across Gusto's products, and design strategies for navigating policy change from proposal to implementation.
Serve as a subject-matter expert on small-business healthcare and employment policies and translate complex requirements into actionable recommendations.
Cross-Functional Leadership
Partner with Product, Legal, Compliance, and Operations to translate policy developments-especially in healthcare, HR, and employment-into product roadmaps and operational plans.
Embed AI-enabled workflows into policy monitoring, risk assessment, and internal communication to increase speed, coverage, and consistency.
Provide creative solutions informed by the interconnected nature of healthcare, workforce benefits, taxation, payroll, and labor regulation.
External Representation & Influence
Represent Gusto before federal and state policymakers, regulators, and key stakeholders on issues including healthcare access, small business benefits, HR and employment compliance, and tax policy.
Lead industry working groups and coalitions, shaping both strategy and substance.
Communicate Gusto's policy vision effectively in external forums, using AI-assisted preparation (briefing materials, talking points, comparative analysis) to maximize impact.
Network Development & Stakeholder Management
Build and leverage networks across government, industry associations, think tanks, and small-business advocacy groups.
Engage strategically to advance policies that improve the environment for small and medium-sized businesses.
Maintain strong relationships with organizations working in healthcare affordability, benefits modernization, workforce issues, and small business resilience.
Guidance & Mentorship
Advise teams across Gusto on complex and emerging policy issues, particularly in healthcare, HR, tax, and employment.
Promote a culture of responsible AI use within Government Affairs by sharing best practices, templates, and workflows.
Provide mentorship and leadership, potentially directing team members and ensuring delivery of tactical and strategic policy objectives.
Here's what we're looking for:
Experience
A minimum of 8 years in government affairs or public policy; or
6 years with a Master's degree; or
3 years with a PhD and demonstrated expertise in a relevant policy area
Strong preference for experience in small business healthcare, benefits, labor, HR/employment, and/or tax policy
Advanced Policy Expertise
Deep knowledge across multiple policy disciplines with a strong foundation in issues affecting small businesses, including healthcare and benefits, employment and labor regulation, payroll, taxation, and HR compliance.
Demonstrated success navigating policy change management in contexts that impact business operations.
Ability to recognize trends, anticipate policy shifts, and design strategic responses that strengthen customer resilience.
AI Proficiency
Demonstrated proficiency using AI tools (e.g., large language models, AI research assistants, summarization tools) as an integral part of your policy work.
Experience using AI to:
Monitor and summarize legislation, regulation, and commentary
Draft, iterate, and refine policy materials (briefs, testimony, talking points, FAQs)
Analyze complex, multi-source information and model scenarios or impacts
Comfort experimenting with and improving AI-enabled workflows, while exercising strong judgment about accuracy, bias, and appropriate use.
Leadership & Strategic Thinking
Experience developing and resolving complex policy models and procedures across healthcare, HR, and employment domains.
Ability to understand cross-disciplinary policy interdependencies and guide development of innovative approaches.
Proven ability to direct application of existing principles while advancing new solutions for emerging policy challenges.
Analytical Excellence
Expertise analyzing complex issues requiring evaluation of variable factors across healthcare, labor, benefits, tax, and HR frameworks.
Proven ability to determine methods and procedures for new assignments and intricate policy challenges.
Strong judgment in selecting, evaluating, and adapting methods-including AI-assisted approaches-to achieve optimal results.
Executive Presence & Communication
Skilled at representing an organization before senior government officials and industry stakeholders on issues central to small business operations.
Able to adapt communication style and use persuasion effectively to align policy with business goals.
Experienced in leading coalitions or working groups and providing strategic policy guidance.
Relationship Building & Influence
Demonstrated ability to build strategic relationships across diverse policy communities-especially in healthcare, employer benefits, workforce and HR issues, and small business advocacy.
Proven success influencing policy outcomes through stakeholder engagement and credible thought leadership.
Management Capability
Experience directing the work of others and being accountable for team or program outcomes.
Ability to mentor and elevate colleagues on complex policy matters and on the effective use of AI in policy work.
Track record of delivering results through effective leadership and cross-functional alignment.
Our cash compensation amount for this role is between $150,000 - $175,000/year in Denver and $175,000 - $205,000/year for New York/San Francisco. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above. Compensation for this position also includes an equity package and performance bonuses.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyHead of Product Operations, Tax Credits
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
At Gusto, the Tax Credits team is on a mission to empower small businesses by unlocking valuable savings through tax credits and grants. Operating like a “mini startup” within the company, we are a team driven by deep customer empathy, domain expertise, and a relentless desire to innovate. If you're passionate about solving big problems, driving operational strategy, and making a tangible impact on small business owners' lives, we'd love to have you on our team.
Your talents will be instrumental in delivering an exceptional customer experience, developing operating processes that enable our customers and internal teams, and creating a strong foundation on which we can grow. This is an exciting opportunity to join a dynamic team and make a real impact on small businesses all across America.
About the Team:
The Tax Credits team is on a mission to democratize tax credits and grants. We aim to make access to tax credits and grants ubiquitous for SMBs & business advisors, ensuring every business receives the financial resources they deserve to fuel growth, innovation and long-term success.
The Tax Credits Operations team is a collaborative team who are passionate about tax credits. We're a highly cross-functional team focused on ensuring our product and service are co-designed and co-developed along the product lifecycle to deliver a best in class customer experience and build the best version of Gusto for our customers.
Here's what you'll do day-to-day:
Operational Leadership
Manage, coach, and develop operators and managers delivering all customer tax credits
Monitor and manage pipeline health, turnaround times, quality metrics (e.g. NPS, CSAT, CES, DQ rates)
Demonstrate strong decision-making and clear-headed leadership through change, unforeseen issues or escalations
Act as a player-coach when needed (e.g. during seasonal peaks) to ensure delivery continuity, customer empathy, and depth of subject matter expertise
Lead by example and inspire operational innovation - e.g. personally demonstrate AI adoption and inspire others on the team to learn, attend or lead continuing education on tax credits topics and create learning opportunities for team members
Operational Rhythm & Alignment
Run effective meetings, operational check-ins, and cross-functional communications
Partner with leadership + Data to maintain performance and OKR reviews to track delivery and quality performance
Ensure clear priorities and collaborations across Ops, Product, GTM, Compliance, and Data
Seasonal & Cyclical Execution
Lead and deliver high-volume seasonal projects (e.g., amendments, substantiation reports) that drive measurable business impact
Own or collaborate on recurring (e.g. quarterly) rituals: planning, performance reviews, all-hands
Anticipate seasonal spikes and adjust team capacity accordingly
Continuous Improvement
Proactively identify and address operational risks. Help the business ‘see around corners' to scale while remaining compliant with the latest tax laws
Design and implement process changes to improve efficiency, accuracy, and scale
Align operational readiness with product launches and GTM strategies
Customer Advocacy
Aggregate and share customer insights to influence product, strategy, and execution in a way that solves and prevents customer pain
Partner with Product to close high risk or trending feature gaps and improve customer experience
Here's what we're looking for:
9+ years of relevant work experience at growing startups in operating roles (i.e., biz ops/strategy roles, product operations, project/program management, and/or consulting. 2+ years experience in tax credits.
Experience scaling service strategy alongside growing SaaS products, to include incubating products, building and managing product betas, and/or integrating new products into a scalable best-in-class service model
Highly adaptable and resilient to changes in business needs or requirements. Ability to navigate challenges and make decisions even when information is incomplete.
Demonstrated self-starter and organized problem-solver. Self-sufficient, resourceful, and bias for action towards continuous improvement
Experienced with managing a variety of cross-functional stakeholders on complex strategic initiatives, to include influencing senior leaders in Product orgs
Strong results-orientation and direct experience in pulling and utilizing data to identify critical trends and make/influence critical decisions. Skillful in setting goals based on the desired end state and planning strategies to achieve them.
Excellent written and verbal communication skills and ability to effectively communicate complex subjects to both technical and non-technical audiences
Experience with service design and/or service blueprinting
Our cash compensation amount for this role is $158,000/yearly to $195,000/yearly in Denver & most major metro locations, and $185,000/yearly to $229,000/yearly for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyStaff Data Scientist - Gusto Retirement
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
As a Senior/Staff Data Scientist supporting Gusto Retirement, you will play a crucial role in leveraging experimentation, statistical inference, and causal analysis to drive strategic decision making that contributes to the overall success of our organization. The ideal candidate is a trusted data storyteller with strong statistical and coding skills, and a passion for applying these skills to support the retirement financial platform product for Gusto's small business customers.
In this role, you will work closely with our cross-functional teams to become an expert in the data for your domain, define and track metrics that help us understand our business performance, and dive deep into our Gusto Retirement data to deliver insights and answer questions. You'll also integrate AI-assisted practices to accelerate analysis, enhance rigor, and expand the reach of insights across Gusto.
Here's what you'll do day-to-day:
Lead: Own ambiguous problems with an AI-native approach, design analysis frameworks, and introduce structure that scales across multiple product domains.
Strategic Partnership: Collaborate with product managers, engineering leads, designers, and operations teams to proactively identify opportunities, align on strategy, and guide data-informed decision-making.
Analytical Rigor: Apply advanced statistical methods, causal inference, and experimentation to surface drivers of product performance, separating signal from noise.
Experimentation & Measurement: Design, analyze, and interpret experiments; leverage AI tools and workflows to ensure insights highlight trade-offs and limitations based on sample size and data quality.
Execution: Deliver multiple high-impact projects, balancing trade-offs to maximize business value, and maintain clear expectations of deliverables and timelines.
Communication: Present complex findings in a structured, compelling way to technical and non-technical stakeholders, fostering a data-informed mindset across the company.
Operate with Agility: Drive progress with an adaptive and creative mindset to navigate and succeed in a dynamic environment where technologies and project scopes are constantly evolving.
Scaling the Craft: Mentor other data practitioners, uplevel team best practices in experimentation, statistical modeling, and metric interpretation. Drive improvements in data quality, rigor, and adoption of better data capabilities across the org.
Here's what we're looking for:
5 - 10 years of experience in Data Science at a product-focused software company
Tactical SQL skills and experience with Python
Must be comfortable learning new tools and pivoting quickly. Demonstrated comfort with ambiguity and an adaptive mindset in a constantly changing work environment
Tangible experience integrating efficient AI-assisted practices to accelerate analysis, enhance rigor, and expand the reach of insights
Proven ability to apply statistical methods, causal inference, and A/B testing experimental design to real business problems
Excellent communication skills, with a track record of influencing cross-functional stakeholders and leadership
Demonstrated experience leading large, technically complex projects with clear business impact
A proactive, resilient problem-solver who independently structures ambiguous problems into actionable insights
Passion for mentoring others and raising the bar for data science craft across the team
Our cash compensation amount for this role is $135,320 to $189,900 annually in Denver & most major metro locations, and $163,830 to $202,050 annually for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyFinancial Services Compliance Lead
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
We're looking for an experienced financial services compliance professional to lead product compliance support for our consumer financial products, commercial financial services, and payments offerings. In this high-impact, cross-functional role, you'll serve as a strategic partner and trusted advisor across a wide range of product initiatives requiring compliance expertise and ongoing support. You'll play a key role in designing and operationalizing scalable compliance solutions that strengthen Gusto's financial services compliance program while enabling innovation and growth. This role reports to the Head of Financial Services Compliance and will collaborate closely with business leaders, product teams, legal, and compliance stakeholders to enable an effective, scalable compliance framework.
About the Role
Gusto's Legal & Compliance team partners with product and engineering teams to enable innovation, facilitate responsible company growth, accelerate the Gusto roadmap, and provide compliant products to our customers, through solution-focused counsel on legal and business risks. We are passionate about using groundbreaking technology and excellent service to elevate the experience of small business owners and their employees. Each team member is a true owner and makes a tremendous impact every day.
About the Team
Gusto's Legal & Compliance team partners with product and engineering teams to enable innovation, facilitate responsible company growth, accelerate the Gusto roadmap, and provide compliant products to our customers, through solution-focused counsel on legal and business risks. We are passionate about using groundbreaking technology and excellent service to elevate the experience of small business owners and their employees. Each team member is a true owner and makes a tremendous impact every day.
Here's what we'd love to see you bring to the table:
The ideal candidate thrives in a cross-functional, fast-paced environment and is passionate about the intersection of financial services and technology and is excited to build compliant financial services products for our customers. This role requires strong collaboration and a demonstrated ability to work well independently under pressure, while contributing to cross-functional teams. This role also requires a demonstrated ability to build consensus and build strong relationships in addition to having industry leading expertise in financial services regulations, particularly in consumer protection, lending, and payments. You will be an embedded compliance partner to key areas of Gusto's business which will enable financial services offerings and payment solutions for our customers.
Here's what you'll do day-to-day:
Establish deep partnership with key business stakeholders to provide practical, business-oriented compliance guidance on complex regulations in lending, embedded finance, and payments
Collaborate closely with Product, Engineering, Marketing, Legal, and Compliance teams on new product launches, strategic partnerships, and marketing collateral review to ensure robust compliance alignment and support business growth.
Assist in the development, implementation, and ongoing enhancement of Gusto's broader Compliance Management Program to ensure alignment with federal and state regulatory requirements.
Partner with our Government & Regulatory Affairs team to own Financial Services & Payments change management processes to track, communicate, and implement new regulatory requirements affecting products, services, and business operations.
Conduct product- and partner-specific program requirements including collaborating with banking partners to design and execute external audit schedules.
Support vendor onboarding, risk assessments, and due diligence reviews. Serve as a liaison with Gusto's Payments and Financial Services banking partners for program audits and compliance reporting.
Oversee consumer protection and Payments compliance controls related to Deposit Account Banking compliance, Lending Compliance, and a wide range of federal and state requirements (e.g. TILA, TCPA, CAN-SPAM, UDAAP, NACHA, Reg E, TISA, etc.)
Implement and oversee product compliance monitoring, training, risk assessments, and third-party audits for multiple financial services products.
Work closely with engineering, product, and operations teams to enhance compliance controls, policies, and documentation in response to evolving regulations.
Support compliance examinations, regulatory inquiries, and responses to findings.
Assist in identifying, escalating, and resolving compliance issues related to financial services products.
Here's what we're looking for:
10+ years of relevant compliance experience in an in-house legal, compliance, or risk function at a regulated financial institution or Financial Services company.
Proven experience in building and scaling compliance programs and driving compliance strategy
Proven ability working as an embedded expert supporting Product, Engineering, Marketing, Legal, and Compliance teams on new product launches, strategic partnerships, and marketing collateral review processes.
Strong expertise in financial services and payments compliance, including familiarity with consumer protection regulations TILA, TISA, FDCPA, FCRA, ECOA, Reg E, UDAAP, and NACHA.
Enthusiasm for how technology and AI can streamline and improve compliance processes.
Experience integrating and reporting product compliance risks and controls into enterprise wide risk and compliance frameworks.
Ability to issue spot, provide sound judgement calls, and to drive remediation for internal/external audit and examination findings.
Passion for building products and services for small businesses and their employees
A “Builder” mindset with a keen interest in leveraging AI forward technology and a history of successful third party interactions (e.g. strategic partners, regulators, etc).
Strong problem-solving skills with a business-oriented approach to legal and regulatory risks.
Ability to analyze and distill complex regulations into actionable guidance for business partners.
A collaborative, adaptable mindset-no job is too big or too small.
This is a high-impact role with opportunities to shape Gusto's financial services compliance strategy while partnering across the organization to deliver compliant, customer-centric products.
Our cash compensation amount for this role is between $148,085 - $182,638/year in Denver, and between $174,470 - $215,180/year for New York/San Francisco. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyTaxonomist / Ontologist
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
Gusto is seeking an experienced ontologist and taxonomist who will be a key collaborator in building next-generation, AI-powered knowledge systems, enhancing how knowledge is created, delivered, and experienced by our customers and internal teams (Gusties). You will design, implement, and maintain the semantic structures that train, guide, and give context to AI tools, ensuring our content is accurate and personalized. Your work will accelerate our mission to ensure each Gustie is AI native through key initiatives that scale the business.
About the Team:
This role is a strategic partner for leadership across Content, CX, Product Management, Engineering, and Data Science. You will be responsible for identifying, planning, and executing a roadmap that leverages AI for content automation and intelligent service delivery inclusive of creating AI agents to amplify efficiency, scale, and impact. You will collaborate with cross-functional teams to ensure our taxonomies and ontologies are the foundation of our AI content strategy, enabling enhanced data interoperability, automated content workflows, and sophisticated knowledge discovery.
Here's what you'll do day-to-day:
Lead Gusto's efforts in building an enterprise taxonomy and ontology management platform from RFP to implementation, focusing specifically on enablement for knowledge graph capabilities and integration with related semantic systems (Schema App, Neo4j, Cube, etc.)
Design, develop, and maintain scalable taxonomies and ontologies that serve as the backbone for AI content generation, personalization, and retrieval systems.
Create and implement intuitive taxonomy structures to train and fine-tune AI models, ensuring accurate, context-aware, and on-brand content delivery.
Partner with Product, Engineering, Data Science, and Content teams to design and automate content workflows, integrating semantic models to power generative AI, content strategy, and intelligent automation.
Establish governance frameworks for taxonomy, ontology, and AI-generated semantic data, providing guidance, training, and quality assurance to internal stakeholders.
Analyze content performance and user interaction data to continuously refine and improve AI model outputs and semantic structures.
Stay abreast of emerging trends in AI, particularly generative AI, large language models (LLMs), and semantic technologies, and incorporate cutting-edge methods to enhance Gusto's knowledge infrastructure.
Here's what we're looking for:
8+ years of experience in taxonomy development and/or ontology design, with demonstrated experience applying these skills to AI-driven systems.
Deep understanding of AI and machine learning principles, especially in relation to Natural Language Processing (NLP), generative AI, and Large Language Models (LLMs).
Experience using AI/ML principles to inform taxonomy and ontology development and governance.
Hands-on experience with AI content creation, prompt engineering, and workflow automation tools (e.g., generative AI platforms, content management systems with AI integration).
Proven ability to develop and implement content strategies that leverage AI for personalization, delivery, and optimization.
Practical knowledge of customer support processes and the ability to translate business needs into scalable semantic data solutions.
Experience with Semantic Web technologies (RDF, OWL, SKOS), query languages (SPARQL), and ontology editing tools, with a clear understanding of how they power AI reasoning and knowledge graphs.
Strong problem-solving capabilities, attention to detail, and the ability to work effectively across departments, balancing technical precision with practical application.
Outstanding communication and storytelling skills for translating complex technical work into actionable insights for diverse stakeholders.
Proficiency in data analysis and a strong understanding of user experience principles.
Our cash compensation amount for this role is $157,000/yearly to $187,000/yearly in Denver & most major metro locations, and $185,000/yearly to $220,000/yearly for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyHead of Payroll Engineering
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
At Gusto, we're on a mission to create a world where work empowers a better life. For the hundreds of thousands of small businesses we serve, this mission begins with one of their most critical and high-stakes responsibilities: paying their team. The Head of Payroll Engineering sits at the very heart of this promise.
You will lead a large, multi-layered engineering organization responsible for the foundational pillar of Gusto's business - our payroll and tax systems. This is a rare opportunity to shape the future of a product that millions of people depend on for their financial stability. You'll be challenged to modernize essential platforms, drive the next wave of product innovation (from always-running payroll to AI-powered automation), and build for massive scale and unflinching reliability. We're looking for a visionary leader who can inspire a large organization, navigate immense technical complexity, and ultimately help us make the work of paying a team disappear.
About the Team:
You'll be leading the Payroll Engineering team, a core part of the Pay Group and the team most directly connected to our customers' peace of mind. We believe that getting payroll right isn't just a feature - it's the foundation of trust with every business we serve. We don't just build software; we take on the immense complexity of payroll so our customers can focus on their passions. Our vision is to make the hard work of paying a team disappear, transforming it into a seamless, automated, and even magical experience.
Here's what you'll do day-to-day:
Set the technical north star for Gusto's core payroll and tax platforms, guiding the evolution of our architecture to be more scalable, reliable, and flexible for the future.
Build and nurture a world-class engineering organization of over 50, fostering a culture of excellence and investing deeply in the growth of our People Empowerers and senior technical leaders.
Deliver with excellence on a high-stakes roadmap, leading your teams to execute complex, deeply technical projects that are fundamental to our customers' trust and our business's success.
Drive the next generation of payroll innovation by partnering with product and design leaders to transform our customer experience from simply being
possible
to being truly
magical
.
Uplevel our engineering craft and operational rigor, championing a culture of quality, continuous improvement, and ownership for the systems that form the bedrock of Gusto.
Act as a key voice in Gusto's engineering leadership, collaborating across the company to influence strategy and ensure our payroll platform enables the ambitious future of our entire product ecosystem.
Here's what we're looking for:
A seasoned engineering leadership background with 15+ years in the industry and 7+ years leading multiple teams and other People Empowerers in a senior leadership capacity.
A proven ability to scale and lead large organizations, with direct experience managing engineering teams of 50-100+ people, including developing other leaders and principal-level engineers.
Deep technical credibility and a hands-on approach, with the ability to dive into the details of system architecture, design, and code when needed.
Experience leading mature, at-scale products, with a demonstrated ability to balance long-term strategic investments with short-term business impact.
A strategic mindset for platform modernization, with demonstrated success leading teams through the evolution of legacy systems into modern, service-oriented architectures.
A passion for building exceptional teams and a strong track record of hiring, coaching, and retaining top-tier, diverse engineering talent.
Experience in a highly regulated or complex domain, such as FinTech, payroll, or tax, is a significant plus. Experience applying AI to existing mature products is also a plus.
Compensation:
Our cash compensation amount for this role is targeted at $214,000-$264,000 /yr in Denver & most remote locations, and $251,000-$309,000 /yr for San Francisco & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.
Our customers come from all walks of life, and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If you need assistance or an accommodation due to a disability, you may contact us at accommodations@gusto.com.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyHead of Revenue Analytics
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
As the Head of Revenue Analytics at Gusto, you will lead a critical function responsible for using data to measure, analyze, and optimize the drivers of our Go-to-Market revenue. Reporting to the Head of Revenue Operations, you will be a strategic partner to our GTM and Product teams, using a deep understanding of customer behavior and market trends to drive growth, retention, and profitability.
You will lead a team of Gusties responsible for revenue forecasting, marketing analytics, and customer expansion insights, working cross-functionally with Sales, Marketing, Finance, Data, and Product to guide Gusto's growth strategy. The ideal candidate is an exceptional data leader who can balance strategic vision with hands-on analytical work - someone equally comfortable shaping forecasts at the executive level and rolling up their sleeves to build reports or run ad-hoc analyses when needed.
What You'll Do:
Strategic Leadership: Develop and execute a comprehensive revenue analytics strategy that aligns with GTM's overall business goals. Partner with GTM and R&D leaders to provide the data and insights needed to make informed, data-driven decisions.
Forecasting & Planning: Lead the design and execution of revenue forecasts across acquisition, expansion, and retention. Provide Finance and GTM leaders with accurate, transparent, and actionable views of performance.
Marketing Analytics: Drive analysis of acquisition efficiency, ROI, attribution, and customer lifecycle value to optimize spend and guide strategic bets.
Customer & Retention Insights: Deliver churn, retention, and CLV analysis to inform strategies for engagement, upsell, and long-term profitability.
Insights and Recommendations: Conduct deep-dive analyses to identify revenue drivers and anomalies. Translate complex data into clear, actionable insights and recommendations for senior leadership and cross-functional partners.
Quota & Budget Alignment: Partner with Finance and GTM leaders to support quota setting, budget allocation, and performance tracking.
Data Products & Infrastructure: Build and scale datasets, dashboards, and tools that provide self-serve access to revenue insights while ensuring data quality and consistency.
AI-Driven Analytics: Evaluate and apply AI/ML techniques to enhance forecasting, attribution, and customer lifecycle modeling. Stay ahead of emerging AI tools that can drive efficiency and accuracy in revenue analytics.
Cross-Functional Collaboration: Serve as a critical partner to Sales Ops, GTM Analytics, Marketing Ops, and Finance in aligning data and insights across the funnel.
People Empowerment: Recruit, mentor, and develop a high-performing analytics team. Foster a culture of curiosity, analytical rigor, and operational excellence to deliver impact across the business.
What We're Looking For:
12+ years of experience in analytics, forecasting, or revenue strategy, with at least 5+ years in a leadership role.
Leadership with a Builder Mindset: A dynamic leader who inspires and develops teams while maintaining a “roll up your sleeves” attitude - able to step into the details when needed to build reports, run analyses, and troubleshoot.
Analytical Expertise: Strong analytical skills with expertise in data analysis and visualization tools (e.g., SQL, Tableau, Power BI). Experience with financial and marketing forecasting models.
SaaS/Growth Background: Proven track record of successfully building and leading analytics functions in a high-growth SaaS or technology environment.
Technical Skills: Familiarity with various data sources and technologies, including Salesforce, marketing automation platforms, and data warehouses.
AI Fluency: Awareness of how AI/ML is transforming analytics, with the ability to partner with data science and engineering teams to pilot and operationalize AI-driven approaches. Skilled at discerning when AI adds value and when traditional methods are more appropriate.
Business Acumen: Deep understanding of the entire customer lifecycle, from acquisition to retention, and how each stage impacts revenue.
Communication & Influence: Excellent communication and presentation skills with the ability to distill complex data into clear, actionable insights for both technical and non-technical audiences.
Compensation
Our annual base salary compensation range for this role is $201,200 - $251,500 in San Francisco & New York, and $171,200 - $214,000 in Denver. This role is also eligible for an annual variable cash bonus (up to 20%). Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyTechnical Solutions, Embedded Payroll
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
As part of the Technical Solutions team, you will be responsible for end-to-end technical success of a Partner building embedded payroll. You will work closely with our internal Engineering, Product, and Business teams to support our Partners throughout their lifecycle. We operate like a startup-candidates who prefer a rapid pace of change and a nascent, fast moving market landscape will feel at home.
About the Team:
Gusto Embedded Payroll is an API based product that enables software developers to embed and customize payroll directly into their software. And it works in any type of platform serving small and medium businesses: vertical SaaS, business operations, fintech, neobanks, and more. We've taken the infrastructure we've built servicing tens of millions of paychecks and tens of thousands of tax codes and made it available for software developers. Our vision is to enable any third party developer to build the best payroll product for their end customers.
You can learn more about Gusto Embedded Payroll here.
Here's what you'll do day-to-day:
Inspire our Partners by guiding them in designing and building with Gusto's API products. Demonstrate our solutions through pre-built apps, workflows, or directly using the API with tools like Postman.
Lead the technical success of our Partners by collaborating closely with cross-functional teams. Support the development and scaling of their payroll business, identifying and mitigating risks to development and timelines.
Drive our Partners product development as a key workstream, ensuring the creation of a successful and sustainable payroll business through effective collaboration and strategic support.
Diagnose Partner challenges and present recommendations in a consultative manner.
Understand, track and document product feedback and competitive intelligence from customers and advocate for the development internally by documenting and sharing with product management.
Be the first point of contact for any technical issues or questions related to the Embedded APIs and building/maintaining the payroll product. This includes leading product overviews about how the Embedded Platforms works, recommending features to build and how to build them, as well as leading the quality review of completed features to ensure they are customer ready.
Build the tool(s) and systems to scale the Technical Solutions function. This is a relatively new team and you will have direct responsibility in building the foundation for the team and driving its success.
Here's what we're looking for:
Bachelor's degree in Computer Science or 1+ years of engineering experience.
5+ years of experience in a similar role focused on driving the success of external customers with complex API integrations.
Demonstrated success dealing with ambiguity in a high-growth environment - capable of prioritizing complex workloads and demanding stakeholders.
A structured thinker with exceptional communication, presentation and interpersonal skills, confident explaining complex technical concepts to both technical and non-technical audiences, from individual contributors to C-level executives.
Problem solver with strong product sense who has experience investigating, triaging, and resolving complex technical issues with cross-functional teams.
Scrappy, entrepreneurial, builder mindset. You will be part of a newer team that is growing and iterating quickly. You will be doing everything from pitching Embedded Payroll platform capabilities to overseeing the product development of signed Partners, establishing new processes, rolling out new tooling or resources, and supporting technical questions/issues.
A team player who thrives on cross-functional collaboration to understand gaps and working together to improve systems and processes.
Strong nice to haves:
Technically adept in APIs. You're able to understand and explain how APIs can be used to simplify complex domain problems for other developers.
Technical program, or project management, experience including stakeholder, resource, and timeline management accountability.
Proven success in overseeing all elements of the product development lifecycle and/or technical project management with a track record of designing and implementing complex solutions for enterprise-level customers.
You've been a first or early hire at a fast-growing startup before.
Knowledge of payroll software and/or Vertical SaaS.
Our cash compensation amount for this role is targeted at $129,360/yr or $155,000/yr in Denver & most major metro locations, and $156,595/yr - $190,000/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyCorporate Finance Manager
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
Do you want to help guide financial planning, business operations, and strategic decision making at a Forbes Cloud 100 company? Come join the Finance, BizOps & Strategy (FBOS) team at Gusto.
About the Team:
The FBOS team provides financial, operational, and strategic support across the company, with a mission to define and defend the business model while accelerating growth. As part of the Corporate Finance sub team, you'll drive company-wide planning, resource allocation, and reporting. You'll also partner closely with teams across Gusto to improve capital efficiency, manage headcount planning, and use modern tools to automate and scale reporting.
Here's what you'll do day-to-day:
Corporate Planning & Forecasting. Partner on managing Gusto's business model, supporting strategic planning, forecasting, and resource allocation.
Financial Modeling & Analysis. Build models and complete analyses in various capacities to support decision making on Gusto's capital structure, efficiency, competitor
Executive Reporting. Deliver key reporting for the Board of Directors and Executive Team, including KPI tracking and performance-to-plan analyses.
Drive Efficiency and Scale. Leverage AI to automate reporting, processes, and analyses to create leverage for the FBOS team and support Gusto's growth.
Workforce Management. Partner with recruiting, finance, and cross-functional teams to plan and operationalize hiring.
Business Support. Serve as a finance partner to foundation leaders, work cross-functionally with different parts of the business on adhoc projects, and collaborate with other finance team members.
Here's what we're looking for:
4+ years of relevant experience in Finance & Strategy or Financial Operations within tech, fintech, or banking.
Excel expert with the ability to build insightful financial models and analyses, paired with strong critical thinking and sound business judgment.
Skilled in advanced AI prompting and vibe coding. Experience using ChatGPT (or comparable model) in professional applications is a must. Experience using other AI applications (e.g. Cursor) a plus).
Familiar with human capital management, financial planning, and data visualization tools (e.g., Workday, Tableau, Redash, Pigment).
Experience with SQL is a plus.
Strong attention to detail with a natural feel for numbers and data, maintaining high accuracy in a fast-paced, results-oriented environment.
Excellent time management skills with the ability to manage multiple projects and stakeholders while meeting deadlines.
Outgoing, thoughtful partner to leaders across the organization.
Prepared to troubleshoot and diagnose issues to their root cause and recommend solutions.
Our cash compensation amount for this role is between $109,785 - $135,402/year in Denver and $132,765 - $163,744/year for New York/San Francisco. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above. Compensation for this position also includes an equity package and performance bonuses.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyBusiness Insurance Sales Producer Lead
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
Gusto is actively searching for a dynamic and inspiring commercial P&C insurance sales leader to further accelerate Gusto's growth in the business insurance space. You will be responsible for driving new revenue by cross selling Gusto's insurance solutions to both prospects and our existing client base, with a focus on Commercial Property & Casualty policies. The pace in Gusto sales is fast and the landscape we're playing in is ever-changing. We're looking for someone who is motivated by that and who will bring their experience, creativity, and passion for empowering sales professionals to the table every single day. You align with our company values and have a knack for building for the long haul. If you're passionate about developing people, shaping processes, and you're excited to roll up your sleeves and lead by example, let's talk.
About the Team:
You will initially manage one licensed P&C sales agent hired for this critical pilot, with a path to leading a larger team in the near future. This team is central to evolving Gusto's business insurance strategy and is crucial to solving customer experience gaps and optimizing our offline insurance channels. Your team will serve as Subject Matter Experts (SMEs), performing the "human-in-the-loop" workflows required to train and optimize the AI Insurance Advisor, Gus. Our collective vision is to be an expert advisor that supports small businesses through every stage of growth, with this pilot and the team you lead being key to establishing our digital insurance agency and licensed agent integration.
Here's what you'll do day-to-day:
Lead a team of P&C sales advisors to achieve and exceed weekly/monthly/quarterly targets for P&C policies.
Encourage and empower your team to perform to their full potential. Build a world-class consultative sales team by investing in and developing the existing sales team while at the same time attracting top sales talent to Gusto.
Coach and support the team in their role as subject matter experts (SMEs) providing "human-in-the-loop" support to optimize the AI Insurance Advisor, Gus, and assisting customers with complex P&C needs.
Collaborate with Sales, Marketing, and Product leadership to identify market opportunities, drive leads and pipeline progression, and help shape the product vision and strategy.
Use data to inform decision-making and focus areas - ranging from advisor skill development (e.g., coaching conversations, email campaign usage) to team initiatives (e.g., staffing to seasonality, piloting new activities). Track, measure, and report-out on sales effectiveness against targets and adjust programs and strategies as necessary.
Build a culture of fun and excellence within the team. Cultivate each individual's skill set development and guide career pathing as they grow within the organization.
Ensure the team maintains compliance with all state licensing and continuing education (CE) requirements for P&C insurance.
Here's what we're looking for:
P&C Insurance Expertise: 4-6 years of experience as a national producer for the small commercial P&C market
Management Experience: 3+ years of people management experience in a sales organization.
Licensing: An active Property & Casualty insurance producer's license, or the ability to obtain upon hire.
Results-Oriented: Consistent track record of establishing and exceeding measurable goals.
Sales Acumen: Experience with start-up environments and SMB SaaS sales models, and excellent working knowledge of inbound and outbound SaaS sales methodologies.
Coaching Passion: A passion for coaching advisors on discovery, objection handling, and soft skills.
Collaboration: Ability to interact effectively with multiple teams; excellent social and interpersonal skills.
Education: Bachelor's degree from an accredited university.
Technical Proficiency: Working knowledge of carrier quoting systems, proficiency in insurance software, and Salesforce.com (SFDC) experience required.
Comfortable using AI tools and automation to enhance productivity, decision-making, and problem-solving.
Our cash compensation amount for this role is $143,675 to $176,000 OTE for Denver, Atlanta, Chicago & Las Vegas. $163,265 to $200,000 OTE for San Francisco & New York. $126,530 to $155,000 OTE for Phoenix. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplySoftware Engineering Manager, Payroll Ledger
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
Gusto is looking for a hands-on engineering leader to lead the Payroll Ledger team. This team is on a multi-year journey to become the source of truth to power business decisions and reporting for customer cash - ensuring accurate tracking and management of every cent of customer cash.
As a key member of Payroll's engineering leadership team, your role will encompass building a dynamic team and contributing to building a thriving business. You will also be responsible for working collaboratively with other cross-functional teams and leaders to build a product that helps Gusto scale.
If you are a customer-centric builder who thrives on making a substantial impact within a high-growth organization, we would be thrilled to hear from you!
About the Team:
You'll be a part of Payroll, a core part of the Pay Group and the team most directly connected to our customers' peace of mind. We believe that getting payroll right isn't just a feature - it's the foundation of trust with every business we serve. We don't just build software; we take on the immense complexity of payroll so our customers can focus on their passions. Our vision is to make the hard work of paying a team disappear, transforming it into a seamless, automated, and even magical experience.
Here's what you'll do day-to-day:
Guide critical parts of the Payroll Ledger engineering team and charter, empowering a team of engineers in different archetypes
Interview and hire engineers
Conduct regular 1:1s with your team members to support their continued growth and learning
Collaborate with the extended team during daily “Team Times” where we plan, pair program, and laugh together
Collaborate with design and product management partners to build and drive Gusto's Payroll Ledger product vision and strategy
Partner with Payments, Payroll Ops, Accounting, Customer Success, and others within and outside your team
Proactively consider our org design and partner with other PEs on finding the right separation of responsibilities for our teams
Provide technical leadership in defining the product and platform solutions
Model Gusto's values in your immediate team, and as part of the broader Gusto community
Provide and receive mentorship and peer support
Here's what we're looking for:
8+ years of software engineering experience, including experience with backend systems and native mobile development.
2-4 years of engineering management experience including coaching, mentoring, and sustaining high-performing teams
Comfort navigating a complex and ambiguous problem space, and asking for help and clarification when needed
Strong product sense, including the ability to tell a story about the “why”, simplify complex technical concepts, and motivate and inspire others to contribute
A focus on building with quality and rigor, while keeping in mind the impact our code has on our customers' financial well-being
Strong technical acumen with the ability to understand and debate technical and product tradeoffs and approaches to building scalable architecture and data models
A desire to grow and learn on the job
Our cash compensation amount for this role is targeted at $163,000/yr to $204,000/yr in Denver, $198,000/yr to $247,000/yr for San Francisco. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplySenior Tax Credits Specialist
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
Are you a tax credit expert with a passion for helping small businesses? Join our Tax Credits team and shape the future of tax credit software.
Your talents will be instrumental in delivering an exceptional customer experience for small businesses uncovering lucrative tax credits. You'll work directly with taxpayers, develop processes that enable our customers and teams, and use your knowledge of credits & customer interactions to inform technology developments. This is an exciting opportunity to join a dynamic team and make a real impact on small businesses all across America.
About the Team:
The Tax Credits team is on a mission to democratize tax credits and grants. We aim to make access to tax credits and grants ubiquitous for SMBs & business advisors, ensuring every business receives the financial support they deserve to fuel growth, innovation and long-term success.
The Tax Credits Operations team is a collaborative team who are passionate about tax credits. As a member of the Operations team at this stage in our journey, you will be a customer advocate and educator, simplifying a small business's experiences with tax credits. As a tax credits operator and expert, you'll have the opportunity to work directly on components of each customer's credit and use your experience to shape the direction of our product, process, and tools.
Here's what you'll do day-to-day:
Serve:
Proactively & reactively resolve complex customer inquiries related to tax credits (e.g. R&D)
Take ownership of customer outcomes, ensuring small businesses get great value out of the tax credits products that Gusto offers
Educate:
Educate yourself and others on tax credits, including R&D tax credits, 401K, WOTC, and other relevant incentives
Operate:
Roll up your sleeves and complete or quality control behind-the-scenes tasks (e.g. data review, calculations, uploads) that result in high quality credit forms and documents
Develop:
Create and inform solutions alongside the Tax Credits technical (EPDD) and service (ES, CX) teams
Continuously improve and iterate on processes and approach
Collaborate:
Work with team members to find creative customer solutions that are compliant and sustainable
Partner across teams to inform and build tax credits product, process, and tools
Here's what we're looking for:
Service: A minimum of 2 years in a customer-facing role, ideally at a technology, tax, or financial services company
Tax or Tax Credits skills: A minimum of 2 years experience with tax, tax preparation, or tax credits. Audit experience is a bonus!
Communication: You have strong experience communicating with customers, and are passionate about advocating on their behalf. You can break down complex concepts into concise and simple messages.
Detail Orientation: You pay attention to details, take pride in your work, and understand how the quality of your work product quality impacts small business finances.
Critical Thinking: You seek to understand the root cause of customer and process issues and are able to identify trends. You attempt to resolve trending issues with the appropriate level of urgency.
Proactive Problem Solver: You are always looking for ways to improve processes, solve customer issues more efficiently, or prevent issues from popping up
Systems Knowledge: You have supported a technical or complex product or service. You may have used ticketing tools (e.g. HubSpot, Salesforce) previously and you are able to leverage them to solve complex customer issues.
Change Agent: Suggest, drive, and embrace changes and iterations. Seek opportunities to challenge and improve the status quo.
AI: AI-forward mindset, with experience exploring and incorporating AI into how you work.
Compensation:
Our cash compensation amount for this role is $78,300 to $92,000/year in Denver, and $97,870to $115,000 for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplySenior Recruiting Manager
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
At Gusto, the People team is the foundation of everything we do. Recruiting is core to our ability to grow, innovate, and serve our customers. As a Senior Recruiting Manager, you'll lead, empower, and develop a team of recruiters while partnering closely with senior business leaders to shape hiring strategy.
This role is more than leadership-it's an opportunity to influence and evolve how we operate as a recruiting team & driving proactive, creative, and data-informed strategies that balance high-volume hiring with targeted, niche searches. You will directly influence how Gusto scales our CX (Customer Success) or GTM (Go-To-Market) organizations (
yes, we are hiring TWO roles!)
and create a recruiting model that will fuel our business well into the future.
About the Team:
The Recruiting team at Gusto (also known as Invite) is a dynamic, forward-thinking group focused on bringing world-class talent. We innovate on sourcing, create strong partnerships with the business, and lean into creative approaches that ensure an outstanding candidate experience. We believe in building trusted relationships, driving measurable results, and continuously improving how recruiting supports Gusto's growth.
Here's what you'll do day-to-day:
Lead & Empower: Manage and develop a team of recruiters supporting CX or GTM hiring needs, from high-volume frontline roles to specialized, senior-level searches.
Strategic Partnering: Act as a trusted advisor to senior leaders, aligning hiring strategies with business goals, customer outcomes, and workforce plans.
Program Building: Design and implement scalable recruiting programs that support long-term growth while fostering innovation and creativity in pipeline generation.
Data & Insights: Build and leverage data infrastructure to forecast capacity, shape sourcing strategies, and influence executive decision-making with compelling insights.
Innovation & Emerging Technologies: Experiment with new sourcing strategies, employer brand approaches, and tools-including AI-to elevate how we attract top talent, improve efficiency, and increase recruiter productivity.
Team Development: Empower recruiters through coaching, development plans, and clear frameworks for growth, while removing roadblocks to execution.
Business Impact: Ensure recruiting strategies directly drive business outcomes and customer impact, enabling Gusto to scale with speed and quality.
Here's what we're looking for:
10+ years of recruiting experience, including 7+ years leading people in high-growth, scaling environments (tech or startup preferred).
Experience managing a team of 8+ recruiters across levels, with proven success balancing high-volume hiring and niche, senior talent searches.
Deep craft expertise with a track record of building programs, pipelines, and practices that drive scalable and sustainable results with an ability to iterate over time and changes.
Curiosity and proven ability to learn and apply AI-driven tools to improve operational efficiency and recruiting effectiveness; not an expert, but eager to experiment and adopt innovations that drive impact.
Hands-on leader who thrives in the trenches with their team while setting clear strategic direction.
Strong analytical skills; able to use data for capacity modeling, sourcing strategies, and investment planning-plus the storytelling ability to influence senior executives (VP and above).
Proven ability to build inclusive, creative, and high-performing recruiting teams.
Executive presence and communication skills, with a business-forward mindset that connects hiring strategies to business leaders' goals, customer impact, and revenue growth.
Energized by the opportunity to rebuild, innovate, and leave a lasting mark on Gusto's talent strategy.
Our cash compensation amount for this role is $165,000 to $205,000 in Denver & most major metro locations, and $193,000 to $240,000 for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplySenior Staff Mobile Platform Engineer, iOS
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role
We're on the lookout for talented Mobile iOS Engineers with 12+ years of experience who are passionate about creating amazing user experiences. In this role, you'll have the chance to dive into developing features that are not just functional but truly intuitive and enjoyable for our users. We want you to take ownership of scaling our shared services while keeping up with the latest in the iOS world. You'll work closely with teams across Product, Identity, Security, System Design, and Infrastructure, collaborating to build solutions that really make a difference. If you're excited about building elegant, scalable apps and being part of a supportive, innovative mobile team, we'd love to hear from you!
About the Team
At Gusto, we're excited to be at a pivotal moment in our journey with over 1M+ monthly active users and the recent launch of our employer experiences on mobile. Our mission is to tackle the real challenges faced by small business owners and their employees, and we believe that mobile is key to delivering impactful solutions. As part of our mobile team, you'll be at the forefront of this transformation, working alongside talented engineers and designers who are passionate about creating a seamless mobile experience. Together, we're building a platform that empowers everyone-small business owners and their teams-to thrive. If you're ready to make a difference in the mobile landscape at Gusto, we want you on board!
Here's what you'll do day-to-day:
Architect, build, test, and refine Gusto's iOS app, along with supporting mobile web views that enhance user experience.
Develop, iterate, and improve product features that integrate core business functions, work tools, value-added services, and financial products.
Collaborate closely with our product management, design, and partner teams to identify technical and customer pain points, brainstorm solutions, and then prototype, iterate, and launch those solutions.
Work cross-functionally with teams in product apps, identity, security, design systems, and infrastructure to deliver world-class experiences right into our customers' hands.
Build and scale essential services, such as push notification systems and localization features, to enhance app functionality.
Enhance and maintain our iOS mobile infrastructure, including build pipelines, testing automation, and the release process, to ensure smooth operations.
Create a product that our customers truly love-don't just take our word for it; see what our customers have to say.
Here's what we're looking for:
A minimum of 8 years of experience in Swift and iOS software engineering, with at least 12 years in mobile software engineering overall. Minimum 4 years of Swift.
Excellent communication skills and a knack for building strong cross-functional partnerships.
A self-driven mindset with the ability to tackle greenfield projects and bring innovative ideas to life.
Proficiency in iOS testing frameworks and a solid understanding of best practices.
Experience in developing platform components and common features that enhance scalability, consistency, and maintainability throughout the product development lifecycle.
Strong critical thinking abilities and a keen attention to detail.
A willingness to learn continuously and a passion for mentoring others on the team.
Bonus points:
Experience delivering high-quality code across a diverse tech stack.
Experience with analytics and monitoring tools to track app performance / health and user engagement.
Experience with mobile infrastructure, for example: CI/CD, automated testing environments, and release orchestration.
Building a strong mobile foundation that feature teams can build on top of.
Mobile Testing-at-scale.
Strong knowledge of GraphQL.
Experience working at scale on apps that span multiple teams and feature areas.
Our cash compensation amount for this role is targeted at $223,000-$265,000 for San Francisco & New York and $189,000-$225,000 for Denver. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplySenior Manager, Contracts Manager and Operations
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role
We're looking for a visionary Senior Manager, Contracts Management and Operations to lead the next evolution of how contracting happens at Gusto. This role goes far beyond contract review - it's about re-designing how contracting happens at Gusto, using cutting-edge AI technology and systems, process design, and change leadership to create scalable, intelligent systems.
In this role, you will own Gusto's vendor contracting process end-to-end, while driving AI-focused transformation across contract operations. You will set the standards, playbooks, and tooling that allow Gusto's commercial legal function to scale with speed and intelligence as the company grows.
You'll be the driver of innovation: determining thresholds for review, implementing smarter ways of working, and leading the way in educating our legal team-and the business at large-on new industry practices and breakthroughs in smarter contracting. If you're energized by leading change, experimenting with new technologies, and building a model for how in-house legal teams can thrive in the AI era, this is your opportunity to make a lasting impact.
About the Team
The Legal & Compliance team partners with Gusto teams to enable innovation, facilitate responsible company growth, accelerate the Gusto roadmap, and provide compliant products to our customers, through solution-focused counsel on legal and business risks. We are passionate about using groundbreaking technology and excellent service to elevate the experience of small business owners and their employees. Each team member is a true owner and makes a tremendous impact every day.
The Commercial Legal team is at the forefront of that mission. We're responsible for contracting, procurement enablement, and designing the contracting processes, playbooks, and terms frameworks that allow Gusto to grow responsibly at scale. We combine legal judgment, process mastery, and forward-looking technology to do our jobs smarter and better every day. You'll be joining a team of true owners who thrive on impact-and you'll play a critical role in taking us into the next generation of commercial legal.
Here's what you'll do day-to-day
Lead Contract Operations Strategy
Define and execute the long-term vision for contract management and operations, aligning process excellence, technology, and stakeholder experience.
Drive change management initiatives that reshape how Gusto teams engage with contracts.
Serve as the bridge between Legal, Procurement, Security, & Engineering to ensure our contracting infrastructure scales intelligently with Gusto's growth.
Reimagine the Vendor Contracting Process
Own Gusto's high-volume vendor contracting pipeline-not just by reviewing and negotiating contracts, but by designing and implementing smarter processes that keep pace with a fast-growing business.
See the vendor queue as a system to optimize, using thresholds, playbooks, and tooling to separate the routine from the high-risk.
Define smart risk taking principles that balance consistency and speed, ensuring contracts move through review and approval quickly while still protecting the company.
Partner closely with Procurement, Privacy, Security, and other Third Party Risk Management stakeholders to define SLAs and deliver a scalable process.
Design the Playbooks & Standards
Develop and refine templates, playbooks, and approval flows that make our processes faster, smarter, and repeatable.
Drive efficiency across procurement and cross-functional teams by embedding scalable workflows.
Report regularly on metrics-AI adoption, cycle times, execution rates-demonstrating how Commercial Legal accelerates company goals.
Pioneer AI & Digital Transformation in Contracting
Architect and own the roadmap for contract lifecycle management (CLM), AI review tools, and data systems (we currently use Ironclad and GCAI).
Identify, pilot, and integrate emerging technologies that automate low-risk contracts, augment legal decision-making, and ensure the Commercial Legal team is always on the leading edge of contracting innovation.
Data & Insight-Driven Culture
Build a metrics-first culture-develop KPIs, dashboards, and insights that track contracting efficiency, risk exposure, and business impact
Translate analytics into clear narratives that show how Commercial Legal accelerates company growth.
Team Influence & Education
Champion change by training cross-functional partners on new tools and processes.
Be the voice of innovation across Legal, showing what an AI-empowered legal function can achieve.
Position Gusto as a model of how legal functions can scale and innovate in an AI-powered world.
Here's what you'll need for this role
Bachelor's degree.
7+ years of experience in contract management, commercial contracting, or vendor contract review and negotiation (in-house strongly preferred).
Proven ability to take ownership of high-volume contracting pipelines and turn them into well-oiled, scalable systems.
Hands-on expertise with contract lifecycle management systems and AI-powered contract review tools.
Demonstrated success building and improving processes, not just running them.
A builder's mindset-hungry to experiment, optimize, and deliver measurable results.
Exceptional communication skills and the ability to influence and inspire stakeholders across legal, procurement, and the business.
A passion for showing that Commercial Legal is a driver of innovation and business impact, not a blocker.
Here's what we'd love to see you bring to the table
A passion for AI and technology as drivers of legal transformation.
Experience reporting on contract repository adoption, metrics, and operational KPIs.
Familiarity with regulated industries (e.g., financial services, payroll/tax SaaS, healthcare).
Creative problem-solving skills and the confidence to take smart risks.
Energy, curiosity, and a drive to be part of something groundbreaking.
A team-first approach, with no job too big or too small.
Compensation
Our cash compensation amount for this role is between $113,190 - $133,000/year in Denver and between $132,765 - $156,000/year for New York/San Francisco. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyCorporate Development & Partnerships Deal Lead
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
We are looking for a full stack Deal Lead to join Gusto's Corporate Development and Partnerships team. The ideal candidate brings experience driving growth for software and financial technology companies through M&A and strategic partnerships, along with curiosity around using AI to accelerate that work. In this role, you will shape Gusto's Build, Buy, Partner strategy and lead end to end transactions, leveraging AI tools to enhance market analysis, deal sourcing, and execution. Your contributions will play a key role in accelerating Gusto's growth as we empower more than 400,000 small and mid sized businesses to take care of their people.
About the Team:
The Corporate Development and Partnerships team is a high impact group responsible for defining Gusto's Build, Buy, Partner strategy and driving growth through M&A and strategic partnerships. As a small but mighty team, we use technology, data, and AI to uncover opportunities faster, strengthen decision making, and deliver results that expand Gusto's impact.
Here's what you'll do day-to-day:
M&A and Partnership Strategy: Collaborate with product and executive leaders to refine strategy and roadmaps, using AI tools to assess markets, identify whitespace, and evaluate Build, Buy, Partner options.
Deal Sourcing: Apply AI driven market mapping and data synthesis to identify and prioritize high potential targets and partners across industries.
Deal Execution: Lead the end to end transaction process, leveraging AI for due diligence analysis, financial modeling, and scenario planning to support negotiations and decision making.
Market and Competitive Intelligence: Use AI to monitor strategic trends, startup activity, and competitive shifts in real time to inform Gusto's growth strategy.
Business Case Development: Utilize AI assisted drafting and analysis tools to create clear, data informed deal memos, financial models, and executive presentations.
Stakeholder Alignment: Generate concise, AI enabled updates that keep cross functional partners informed and aligned throughout each deal phase.
Here's what we're looking for:
Experience: 10+ years of relevant experience in corporate development, partnerships, investment banking, venture capital, or private equity, including at least 3 years at a high growth software or fintech company.
Deal Leadership: Proven ability to manage M&A and partnership deals end to end, now leveraging AI tools to increase speed, accuracy, and insight.
Product Minded: Strong product intuition and ability to collaborate with product and engineering teams on strategy.
Analytical Strength: Exceptional modeling and analytical skills, with interest in integrating AI to enhance data analysis and forecasting.
Strategic Communicator: Skilled at distilling complex information into actionable insights and communicating across all levels of the organization.
Our cash compensation range for this role is $190,215 to $234,599 in San Francisco, CA. Final offer amounts are determined by multiple factors, including candidate location, experience and expertise, and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyHead of Sales and GTM Operations
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
We're looking for an
AI-focused Head of Sales and GTM Operations
to lead the transformation of Gusto's revenue engine into an AI-first operating model. This role will oversee a team of AI Agent Builders and operations leaders who are redefining how Sales, Marketing, and Partnerships work at scale-replacing manual processes with intelligent automation, enhancing decision-making with AI-powered insights, and building the infrastructure for autonomous revenue operations.
This is a rare opportunity to lead both the strategic vision and execution of AI transformation across GTM. You'll build and scale a high-performing team that designs, deploys, and optimizes AI agents and workflows that drive measurable revenue impact. Reporting into the Head of Revenue Operations, you'll partner directly with the CRO and executive leadership to architect the future of how Gusto sells, markets, and grows.
About the Team:
The Revenue Operations team is the connective tissue between strategy, systems, and execution across Gusto's Go-to-Market (GTM) organization. We enable Sales, Marketing, and Partnerships to operate efficiently, make data-informed decisions, and deliver exceptional experiences to customers and partners.
As Gusto embraces an AI-first future, this team is building the infrastructure, workflows, and evaluation frameworks that power intelligent, high-performing GTM operations. You'll collaborate closely with RevOps, Data, BizTech, and GTM leadership to bring automation and AI to life across our revenue systems and processes.
Here's what you'll do day-to-day:
AI Strategy & Vision: Define and execute Gusto's comprehensive AI-native GTM operations strategy. Set the roadmap for AI adoption across sales productivity, marketing personalization, partner operations, and customer intelligence. Drive technology selection, vendor partnerships, and build-vs-buy decisions that balance innovation with scalability.
Team Leadership: Build, lead, and mentor a team of AI Agent Builders, automation engineers, and RevOps specialists. Foster a culture of experimentation, rapid iteration, and measurable impact. Develop talent that can translate complex business problems into elegant AI-powered solutions.
Agent & Automation Architecture: Oversee the design and deployment of agentic systems and intelligent workflows that automate manual GTM processes. Establish governance frameworks, evaluation standards (prompt reliability, latency, cost, business impact), and best practices for safe, scalable AI deployment across revenue teams.
AI Infrastructure & Integration: Lead the technical architecture connecting Salesforce, GTM tools, data warehouses, and AI platforms into a unified, intelligent revenue system. Ensure data quality, system reliability, and seamless integration across the revenue tech stack.
Revenue Operations Excellence: Maintain operational excellence in territory design, quota setting, pipeline management, forecasting, and compensation-while progressively embedding AI capabilities that enhance efficiency, accuracy, and strategic insight.
Cross-Functional Leadership: Partner with Sales, Marketing, Partnerships, Growth, Finance, Data, and Product teams to identify high-impact automation opportunities. Drive alignment on trade-offs, prioritization, and resource allocation. Translate business needs into technical requirements and AI capabilities into business value.
Change Management & Adoption: Champion AI adoption across GTM teams through training, enablement, and change management programs. Ensure every AI initiative ships with clear ownership, measurable outcomes, and user feedback loops.
Performance & Impact Measurement: Build comprehensive frameworks to measure AI/automation ROI-tracking productivity gains, conversion lifts, time saved, cost efficiency, and revenue acceleration. Use data to continuously optimize and prioritize AI investments.
Market Intelligence & Innovation: Stay at the forefront of AI/ML developments in revenue operations. Evaluate emerging technologies (LLMs, AI agents, automation platforms) and determine how Gusto can leverage or build competitive advantages through AI-native operations.
Here's what we're looking for:
10+ years of progressive experience in GTM Operations, Sales Operations, or Revenue Operations, with at least 5+ years in a leadership role building and scaling high-performing teams in high-growth SaaS environments
2-3 years of hands-on experience leading AI/automation initiatives, building agent-based systems, or transforming operations through intelligent automation
Deep expertise in CRM systems (e.g., Salesforce) and revenue technology stacks, with demonstrated ability to architect AI integrations, automation workflows, and system integrations across data warehouses and GTM tools
Strong understanding of AI/ML concepts, LLMs, agentic systems, and modern AI tooling-able to evaluate technical trade-offs, guide build-vs-buy decisions, and translate AI capabilities into business value
Exceptional ability to build, mentor, and scale technical operations teams working at the intersection of AI, automation, and business systems-fostering cultures of experimentation and measurable impact
Proven track record of driving organizational change and AI adoption across multiple stakeholder groups, with excellent communication skills to influence executive audiences
Exceptional analytical skills with ability to define success metrics for AI initiatives, measure ROI (productivity gains, conversion lifts, cost efficiency), and use data to optimize investments
Strong program management skills to balance multiple complex initiatives, drive cross-functional alignment, and deliver measurable progress in fast-paced environments
Deep understanding of the entire revenue lifecycle and how AI can enhance each stage, from demand generation to customer retention
Bachelor's degree in Business, Computer Science, Engineering, or related field (MBA or technical graduate degree is a plus); AI-native mindset that sees automation as the default and is passionate about making humans more effective through intelligent systems.
Compensation
Our annual base salary compensation range for this role is $240,000 - 270,000 in San Francisco & New York, and $204,445 - $230,000 in Denver & Atlanta. This role is also eligible for an annual variable cash bonus (up to 20%). Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplySales Account Executive - Symmetry
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
Symmetry Software is part of Gusto. Symmetry is the payroll infrastructure for software & payroll platforms powering the paychecks of over 64 million workers each year. Our fully integrated suite of payroll tax APIs and software tools allows companies to solve tax compliance issues and build applications across the entirety of the payroll process. About the Role:
As an Enterprise Account Executive at Symmetry Software, you'll play a pivotal role in expanding our impact by bringing our suite of payroll compliance solutions to service providers, including payroll service providers, HCM platforms, onboarding platforms, and enterprise-level employers. Your work will directly support our mission to touch every American paycheck with accurate withholding.
You'll collaborate cross-functionally with Marketing, Product, Client Success, RevOps, and SDRs to drive multi-product, high-value deals in a dynamic, high-growth environment. You'll be a key part of a team that is raising the bar on what's possible-challenging the status quo, pioneering innovation, and helping customers reimagine compliance in the modern payroll stack.
If you're a proactive builder, technical seller, and motivated connector who brings a growth mindset, energy, and ambition, you'll thrive at Symmetry.
About the Team:
The Sales team at Symmetry is tasked with converting leads and executing outbound strategies to build a qualified pipeline that drives new client acquisition and supports our ARR and revenue goals. In addition to new business, AEs have opportunities to cross-sell into existing accounts and help expand our footprint. We work closely with our SDR team, which supports account-based selling alongside AEs, while also outbound into their accounts and managing inbound interest. Our team also partners tightly with Marketing on demand generation programs and Client Success to identify and execute cross-sell opportunities within our existing client base. With four Account Executives covering both the service provider and direct-to-employer markets-and experience levels ranging from less than a year to over 15 years-we are a collaborative, curious, and results-driven group that values continuous learning, experimentation, and bold execution as we grow into new markets and launch new products.
Here's what you'll do day-to-day:
Own the full sales cycle from target account planning to close, ensuring disciplined and strategic deal management throughout
Partner with SDRs on named/target accounts to book meetings, multi-thread, and build a pipeline
Generate a pipeline through a combination of outbound prospecting, strategic follow-up, and industry networking
Deliver tailored presentations and product demos to both technical and non-technical stakeholders
Collaborate with an Implementation Advisor and the Product team to align solutions with customer needs
Lead cross-sell opportunities within existing client accounts by identifying additional use cases and product fit
Leverage AI tools and other sales technology as part of your daily workflow to improve research, outreach, personalization, and deal execution
Here's what we're looking for:
8+ years of total sales experience, with 5+ years in B2B SaaS enterprise sales, preferably within HR tech, payroll tech, or related industries
Proven track record of consistently exceeding quota and building long-term, trusted relationships with enterprise clients
Experience navigating complex sales cycles (120+ days) with multiple stakeholders across product, legal, compliance, and executive teams
Solid comprehension of the payroll and HR service provider ecosystem, including key business models, challenges, and technology needs, is preferred.
Exposure with AI technologies to shape customer conversations and uncover opportunities.
Great presentation, communication, and listening skills-you're as effective in the boardroom as you are in discovery
A strategic thinker and problem-solver with the ability to learn our products quickly and speak credibly with both technical and non-technical audiences
A builder mindset who thrives in a dynamic, collaborative environment-someone who takes action, asks for what they need, and drives results without micromanagement
Bachelor's degree required; additional education or certifications in business, technology, or sales a plus
Our cash compensation amount for this role is targeted between $158,000- $205,000 OTE in Scottsdale and most remote locations, and $207,000- $265,000 in San Francisco and New York. OTE = on target earnings which includes both base salary and variable commission with a 50/50 split between base salary (50%) and variable commission (50%). Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-ApplyStaff Software Engineer, Infrastructure
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
At Gusto, we are looking for a forward thinking technical leader to shape the next generation of our compute (Kubernetes) and networking (service mesh) platforms. This role is for someone who loves building foundational systems that empower hundreds of engineers to move faster, safer, and smarter. You will define the long-term vision for how services run and communicate at Gusto, ensuring reliability, scalability, and developer delight at every layer.
What You'll Do
Define and drive the vision for Gusto's compute and networking platforms by setting the strategy for Kubernetes, service mesh, and related systems that power our global SaaS platform
Lead architecture design, performance optimization, and security hardening of distributed systems at scale
Partner with engineering leaders to translate broad organizational goals into concrete, measurable technical outcomes
Treat infrastructure as a product by focusing on the developer experience, simplifying workflows, and accelerating delivery
Serve as a mentor and force multiplier by growing the skills of mid level engineers through coaching, pairing, and modeling best practices
Communicate with clarity by simplifying complex concepts and building alignment across teams and functions
Lead incident response and ensure our systems meet the highest standards of availability and resiliency
What You'll Bring
12 or more years of experience in Infrastructure, Platform, or Site Reliability Engineering roles operating large scale distributed systems
Proven hands-on coding experience in production environments and the ability to contribute directly to system development and automation
Deep expertise running, scaling, and securing Kubernetes and service mesh technologies such as Istio, Envoy, or Cilium in production
A demonstrated record of designing highly available systems that balance reliability, observability, and developer velocity
Mastery of Infrastructure as Code using tools such as Terraform or Crossplane, with experience managing complex state for large engineering organizations
Experience owning and evolving twenty four seven SaaS infrastructure including monitoring, alerting, and performance analysis
A systems thinking mindset that identifies small levers capable of creating meaningful organizational impact
Curiosity and ability to operate in an AI-native environment using data and experimentation to continuously improve infrastructure and developer outcomes
Experience integrating AI copilots or automation frameworks into developer workflows to accelerate delivery and reduce operational burden
Exceptional communication skills that simplify complex ideas and bring teams together around a shared vision
A strong bias toward action, resilience in the face of ambiguity, and the ability to transform big ideas into real, impactful systems
Our cash compensation amount for this role is targeted at $200,000-$230,000 /yr in Denver & most remote locations, and $230,000-$270,000 /yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.
Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.
Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.
When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.
Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.
Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.
Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.
Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.
Auto-Apply