[2] Stephen spent most is early life in Cleveland where his father worked as general manager.

In 1968, he was a part of the Falmouth Commodores championship team who beat the Harwich Mariners in a best-of-five series.

[3] In an exciting Game 4 finale at Guv Fuller Field, with the score tied at 10–10 and the bases loaded for Falmouth in the bottom of the tenth, Greenberg drew a walk to force in the series-winning run.

[4] He attended Yale University where he played varsity baseball for four years while majoring in English.

[6] Greenberg played in the 1969 Amateur World Series as a member of the United States national baseball team.

He began his career with the Geneva Senators of the New York-Pennsylvania League where hit .277 with six home runs in 50 games played in 1970.

[9][10] He also served under acting commissioner Bud Selig but resigned in 1993, feeling disillusioned by the animosity between the owners and MLB front offices and the players.

[16] However, he has turned it down, preferring to remain at his then-job at Allen & Company where he helped facilitate six Major League team sales since joining the firm in 2000.