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Leonard Schwartz began their work experience in 1996 as the Director of Operations at RMA, where they held this role for an unspecified period. In 2000, they joined the Bronx Housing Investment Group as a Partner and remained in this position until 2010.

Leonard Schwartz holds a Master of City Planning degree from the University of Pennsylvania, which they obtained by the year 1980. Prior to that, they completed their undergraduate studies at Clark University from 1972 to 1976, earning a Bachelor of Arts degree in Geography.