Is it fair that Brad Johnson and Trent Dilfer have rings, while Dan is left out in the cold? No, but life’s not fair, is it?
Sir Charles made it as far as the (edit!) Finals, but he was never able to match the success he’s had as an insanely entertaining commentator.
The Georgia Peach was never able to lock down a championship. But don’t feel too bad; he was a raging racist asshole.
Donnie Baseball played for the Yanks at the worst possible time, coming in the year after a World Series loss, and missing the playoffs for 13 straight years. When he finally got to the postseason he had stellar numbers, but the Yankees pitching fell to Seattle in five games.
Kelly’s career is bittersweet. He was the only QB to lead his team to four straight Super Bowls, but he’ll have trouble being remembered for anything but losing all of them.
The center anchored LA’s “Triple Crown Line” but the team was never able to make it past the second round of the playoffs.
Ken Griffey Jr.
Junior watched his Dad win two World Series in the 70’s, but his Mariners were never able to make it past a divisional series.
One of the best scorers in NBA history, it’s hard to believe that Baylor never went all the way with that talented Lakers team. But they weren’t able to raise the trophy, thanks in part to Bill Russell’s Celtics.
The Kid had what could be the best bat in history, but was never able to cement it with a World Series. Williams’ Boston team only saw one shot at it, and they lost to St. Louis in 7.
AI saw the playoffs 8 times, and the finals once, but was never able to finish. Even the Olympics that Iverson played in were a bust, only being able to lock down a bronze medal – the only Olympics out of the past six that they didn’t bring home a gold.
Maybe the best running back ever hung up his cleats early, and besides all the records he presumably would have broken, he also left behind the chance of winning a Super Bowl.
Mr. Sunshine was an incredible infielder cursed with spending his career on the Cubs. In his 19 seasons, he didn’t even crack the postseason.
Karl Malone/John Stockton
The dynamic duo of Utah basketball were never able to bring one home for the Beehive state, and even after Malone left to go to a championship-caliber Lakers team after Stockton retired, he couldn’t catch that elusive trophy.
The Human Highlight Film was ridiculously fun to watch, but he could never finish the season. He won the Greek Cup when he played for Panathinaikos in Athens, but no one counts that.
Neely was never able to raise the cup as a player, but since taking the wheel as VP of the Bruins, he’s been able to bring the hardware to Boston.