 He attended the Boston Latin School, then The Phillips Exeter Academy where he was first in his 1948 class, and then graduated "magna cum laude" from Harvard College in 1952 and Harvard Law School in 1955.After college, he was admitted to the Massachusetts bar and went to work at the Boston law firm Nutter, McClennen & Fish where his father, Benjamin A Trustman, was also a partner.He developed shopping centers and bought and sold businesses in competition with the major New York law firms.