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NYMA has a long history as a university-preparatory school with a military structure that enrolls students from the New York metropolitan area as well as around the country and the world. It was founded in 1889 by American Civil War veteran and former schoolteacher from New Hampshire Charles Jefferson Wright, a former Commandant of Cadets of the nearby Peekskill Military Academy.
12, 1963, the school's drill team participated in the Columbus Day Parade, led by commanding officer Donald Trump.
Due to financial problems and enrollment that had dwindled to 145 students, the school was scheduled to close in June 2010.
The school reopened on November 2, 2015, with "a handful of returning students" and a recruitment drive.
For 2016–17, the academic year began with a total of 29 students.
By 2019 the school had grown to a size of 100 male and female Cadets both day and boarding with 12 nations represented and an additional 1,000 students attending special programs throughout the year.
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| Company name | Founded date | Revenue | Employee size | Job openings |
|---|---|---|---|---|
| Landon School | 1929 | $50.0M | 100 | 3 |
| Riverdale Country School | 1907 | $76.0M | 679 | 27 |
| The Taft School | 1890 | $72.9M | 26 | 9 |
| Collegiate School | 1628 | $159.2M | 100 | 28 |
| Iona Preparatory School | 1916 | $8.7M | 50 | - |
| The Brearley School | 1884 | $65.6M | 204 | - |
| Miss Porter's School | 1843 | $27.4M | 207 | - |
| Emma Willard School | 1814 | $13.7M | 171 | 6 |
| The Lawrenceville School | 1810 | $188.1M | 400 | 11 |
| Poly Prep Country Day School | 1854 | $55.2M | 200 | 1 |
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New York Military Academy may also be known as or be related to NEW YORK MILITARY ACADEMY, New York Military Academy and Ny Military Academy.