 Following graduation, he embarked on a career as a teacher then turned to professional sports as a broadcaster, player agent (first as an employee of Alan Eagleson and later on his own), and Assistant General Manager of Toronto Maple Leafs from 1991 to 2003

Watters formerly co-hosted "Hockey Central" on Rogers Sportsnet, "The Bill Watters Show" on AM 640 Toronto Radio and has been a regular contributor on Q107's John Derringer morning show.Watters was also a former co-host of "Prime Time Sports" back when it debuted in 1989.On January 14, 2011 his contract expired and left Rogers Sportsnet.