As a teenager, he was a dominant force in the New England amateur and AAU ranks. Roach turned pro in 1978, fighting as a lightweight and won his first 10 bouts. Roach trained under Eddie Futch and went 26–1 before appearing in a historic match at the Boston Garden on June 11, 1982. The card that night was the first of two times that all three Fighting Roach Brothers appeared at the same time. Brothers Joey and Pepper won their undercard bouts but in the main event, Freddie lost a unanimous decision to Rafael Lopez. Freddie would rebound and go on to contend twice for regional championships.