 He was a part of the Steelers 1992 Tooheys Challenge winning side that defeated the Brisbane Broncos.McGregor was the foundation captain of the St. George-Illawarra joint venture from 1999, leading the team into the 1999 NRL Grand Final against the Melbourne Storm.He spent time on the sidelines with injury that year and following a shoulder reconstruction he did not play during the entire 2000 NRL season.