O'Bradovich has the rare distinction of an athlete that within the same state grew up, attended college, and enjoyed a long professional career. "OB", as he was known throughout his career, grew up in Hillside, IL, attended the University of Illinois, and played his entire career for the Bears. Perhaps the singular professional career distinction was when he intercepted a short pass in the 1963 NFL Championship game and rumbled down the field on a key play for a Bears victory. Before joining the Bears, he played in the CFL for the B.C. Lions and the Calgary Stampeders.
He started (year) co-hosting the "Suburban Tire Post Game Show" after Bears games, alongside former Bear Doug Buffone on WSCR in Chicago and lives in Palatine, IL. In May 2009, O'Bradovich and Buffone left WSCR-AM and joined Chicago Sports Webio. However, in June 2009, the founder of Chicago Sports Webio was charged with operating a Ponzi scheme, and the site was shut down. O'Bradovich and Buffone re-signed with the Score in late August 2009. O'Bradovich began broadcasting Chicago RushArena Football League games for Comcast SportsNet and WGN in 2010. Following his retirement, O'Bradovich has closely followed the Bears, giving the NFL Hall of Fame induction speeches for both Dan Hampton and Mike Ditka.