Byron Dafoe is one of those guys. We're talking about a guy who was drafted by the Washington Capitals (35th overall, second round, 1989) and saw the Los Angeles Kings into an era of mediocrity (1995-97) before taking the Joe Thornton-led Boston Bruins to the top of the standings on the strength of stellar GAA and save percentage seasons, save for perhaps 1999-2000:
Outside the rink, he became close friends with Olaf Kolzig, his one-time adversary to get the Caps' starting goalie position, whom he fought (literally, as in "in a fight") twice - once in the WHL and once in the NHL. They were best man at each other's weddings.
Post-retirement, he has become a high-end home automation developer and salesman.
To me, however, at least until I can afford to buy one of his products, he'll remain the Bruins goalie from the end of the 90s, in a long tradition of very good Bruins goalies, who dominated in the regular season against most teams but always hit a wall when facing the Montréal Canadiens - particularly come playoff time. His Waterloo came in 2002, when the first-place Bs lost to the bottom-seed Habs and their Hart and Vezina winner that year, José Theodore, in the first round.
Which is why I had him sign a card showing him with the Bruins: