Goodwin CEO and leadership

David Fleming is a Chief Information Officer at Goodwin Procter.

Mike Caplan serves as the firm’s chief operating officer. As COO, Mr. Caplan manages the firm's business, financial and administrative operations. He serves on Goodwin's Executive and Management Committees, and focuses on the firm’s growth strategy and execution; he joined Goodwin in 2014.

His background includes roles in both corporate and consulting management positions where he has worked with over 30 general counsels in managing data analytics, technology project implementation, law firm relationship management and financial management. In consulting, he focused on managing engagements related to intelligent cost reduction for non-compensation expenses, program management, compliance, risk management and legal spend management. These practice areas focus on building relationships with corporate legal, sourcing and finance departments.

Heidi Shepherd is a Chief Talent Officer and Assistant General Counsel for Employment at Goodwin Procter. She has worked as Partner at Goodwin Procter, Chief Human Resources Officer at Goodwin Procter, and Associate at Goodwin Procter. Heidi works or has worked as Law Clerk at United States District Court of Vermont and MEMBER at Boston Bar Association. She studied at Georgetown University between 1985 and 1989, Boston College Law School between 1991 and 1994, and Choate Rosemary Hall between 1981 and 1985.

Bonnie Ciaramella serves as Goodwin’s Chief Practice Management Officer. As CPMO, Ms. Ciaramella oversees practice management across the firm’s Business Law and Litigation Departments. She leads a global team of practice management professionals who partner with the firm’s leaders on the design and execution of strategic plans, resource optimization, innovation, and the development of client service and efficiency enhancements.

Having served as a senior advisor to leaders of multiple AmLaw 25 law firms, Ms. Ciaramella brings more than 25 years of experience in executive leadership, strategy and planning, marketing and business development, business and financial analysis, and executive communications to the role. Prior to joining Goodwin, she most recently served as the Global Chief Business Development Officer at Sullivan & Cromwell and held senior roles at Morgan Lewis and Dechert. In addition, Ms. Ciaramella had multi-year consulting roles as a senior advisor to Fried Frank, Vinson & Elkins, and Dentons, among other firms.

Maureen Naughton joined Goodwin in 2015 as the Managing Director of the Program Management Office (PMO). In this role, she oversees the firm’s project portfolio and key initiatives to ensure successful delivery, performance and strategic alignment to the firm’s goals and objectives. The PMO focuses on maximizing firm investments through project prioritization, organizational strategy, annual business planning and process engineering. In 2018, Ms. Naughton took on an additional role leading Litigation Practice Management for the firm. In 2020, she was named the Chief Innovation Officer of the firm. In this role she will help facilitate an innovative culture at Goodwin and will focus on continuous improvement in people, processes, technology and data at the firm.

Prior to joining Goodwin, Ms. Naughton served as the Global Business and Operations Director of Legal and Compliance at BlackRock as well as the Americas Operations Officer for Legal and Compliance at Morgan Stanley. Ms. Naughton has over 15 years of legal operations experience covering all aspects of global administration and operations including headcount, expense and financial management, strategic planning, vendor management including outside counsel, professional development and talent management, business planning, operational risk, project management and process improvement, governance, cross functional and organizational alignment, technology as well as data management and analytics.