Complex sentence: He played college football at the University of Mississippi, and played professionally in the Canadian Football League in 1956 with the Winnipeg Blue Bombers where he was runner up for the CFL's Most Outstanding Lineman Award.
Split into simpler sentences: He played college football at the University of Mississippi before playing professionally in the Canadian Football League (CFL) with the Winnipeg Blue Bombers. In 1956, he was the runner-up for the CFL's Most Outstanding Lineman Award.