As mind-blowing as it is to type this, it’s true: Tom Brady said goodbye to the Patriots on Tuesday. It’s something that’s difficult to process, even if you’re not a Patriots or even a football fan. Yet, as Hardball Talk’s Craig Calcaterra chronicles for baseball, legends donning strange uniforms late in their careers is no new phenomenon, and certainly not limited to the land of pigskins. So what about hockey and the NHL, then?
Hockey fans have been treated to quite a few one-team legends, including Mario Lemieux saving the Penguins more than once.
Even so, there are plenty of legends who ended spent time in jerseys that just felt wrong. Let’s ponder the hockey answers to Brady leaving the Patriots, Johnny Unitas on the Chargers, Michael Jordan with the Wizards, and Babe Ruth on the Boston Braves.

Bobby Orr and Ray Bourque leave Boston with very different results
At least with Brady, Boston-area fans couldn’t reasonably ask for more. Meanwhile, Bobby Orr’s career concluded with questions of “What could have been?”
Knee injuries ravaged his later career, and after 10 seasons, Orr left the Bruins for the Blackhawks. Between two seasons, Orr could only appear in 26 games for Chicago.
In something of a sequel, the Bruins traded Ray Bourque during his 21st season with the team, setting the stage for Bourque to eventually win a Stanley cup inspiring enough to essentially demand a parade in Boston.

Brodeur finishes with the Blues
If Orr on the Blackhawks isn’t the Brady comparison you think of for hockey, then it’s probably Brodeur appearing in seven games for the Blues after winning three Stanley Cups, four Vezinas, and setting the all-time wins record over 1,259 games with the Devils.
(That contrast still makes me chuckle, to be honest.)
As awkward as Brodeur’s brief Blues stint was, it lacked the angst of how Orr’s career ended. That might make it closer to a 1:1 hockey comparison for Brady, although the QB could easily prove that his tank isn’t empty.
Much of this list shows examples of players trying to prove that they could still play, with most sputtering out after running on fumes.

Hull of a change, and Howe
Bobby Hull already experienced quite a journey going from the Blackhawks to the WHA’s Winnipeg Jets (scoring 303 goals in the WHA alone). Hull’s final hockey and NHL season was especially odd, though, starting with 18 NHL games for the Jets before being traded to the Hartford Whalers, playing nine games for The Whale. Gordie Howe ended up being a Whalers teammate of Hull, which is … yeah, pretty mind-blowing. Bobby Hull also attempted a comeback with the Rangers.
(Howe’s legendary career featured quite the second [and maybe third?] acts after his Red Wings days, including playing with his sons, and somehow managing 15 goals and 41 points with the Hartford Whalers at age 51.)
Bobby’s son Brett Hull experienced a journeyman career of his own. Brett convinced the Coyotes to unretire Bobby’s number 9, but that story ended with a whimper (five games) as Brett realized he couldn’t adjust to the post-lockout style of play in 2005-06.

Random Red Wings
If you’re playing trivia and “This player finished his career/briefly played for this team …” comes up, blurting out Detroit Red Wings isn’t the worst bet.
- Mike Modano ended his Stars career in a dramatic, satisfying fashion. Then he played 40 depressing games for Detroit. Like many on this list, at least Modano didn’t retire with many doubts, although he did flirt with a Wild run.
- Hall-of-Famer Darryl Sittler played 12 seasons for the Maple Leafs, three with the Flyers, and then 60 games for the Red Wings.
- After a trailblazing Toronto Maple Leafs career that spanned 16 seasons, Borje Salming managed only 49 games in a Red Wings sweater.
- Another Swedish great, Daniel Alfredsson, went from being the face of the Senators to joining Detroit for 68 games, and the fit wasn’t fantastic. Really, though, things are more uncomfortable between Alfredsson and the Senators these days.
- Of course, there were situations that went the other way. Chris Chelios probably takes the cake, playing seven uneventful games with the Thrashers at age 48, and also playing 46 games with the AHL’s Chicago Wolves during that 2009-10 season.
Lightning round, sometimes involving Lightning
- Mats Sundin stunned Maple Leafs fans by joining the Canucks. There was some Alfredsson-like logic of linking Sundin with fellow Swedes Henrik and Daniel Sedin, yet the experiment lasted just 41 games.
- Brian Leetch playing for the Maple Leafs was a little strange, but Leetch in a Bruins sweater will never look right.
- Guy Lafleur, Montreal Canadiens legend, as a Quebec Nordique? Yes, that happened. Jacques Plante bounced around quite about post-Habs, too, including eight games with the (gasp) Bruins.
- Like Plante, Grant Fuhr pinballed around the NHL quite a bit after parting ways with the Oilers, but joining the Flames? Wow. Fuhr didn’t just play for the Calgary Flames, either, as he suited up twice for the Saint John Flames.
- File Ed Belfour and Igor Larionov under “people you might not have known played for the Panthers.”
- Olaf Kolzig was persistent in Washington as Godzilla could be in Tokyo, playing 711 of his 719 games for the Capitals. The eight other games came with the Lightning. (Vincent Lecavalier playing for the Kings was strange, but softened by his years with the Flyers.)
Feel free to mention other fish-out-of-water memories in the comments. Also, if you had to guess, which hockey legend will Brady mirror the most?
(Hopefully we won’t ever get that “Halloween Olajuwon as a Raptor vs. Patrick Ewing with the Magic” feeling from Brady’s final act.)
—
James O’Brien is a writer for Pro Hockey Talk on NBC Sports. Drop him a line at phtblog@nbcsports.com or follow him on Twitter @cyclelikesedins.