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Jamie Fitzpatrick

Hockey's All-Time Winners... and All-Time Hard Luck Guy

By , About.com GuideApril 26, 2009

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"My timetable is getting very, very short, so it's desperation time."
- Jeremy Roenick

Since his NHL debut in 1988, Roenick has played over 1,300 regular season games, and he's been to the Stanley Cup Playoffs 17 times.

But the big prize eludes him. Roenick's Stanley Cup count remains stuck at zero.

To Roenick, the career record of a man like Henri Richard must look surreal.

Winning the Cup was part of Richard's ordinary springtime routine, right up there with cleaning out the basement and seeding the garden.

Here are the players with the most career Stanley Cup wins, with Richard and several teammates dominating the list.

Also, who played the most NHL games without a Stanley Cup win? It's not Jeremy Roenick. He'll need at least two more Cup-less seasons to overtake the career leader.

Photo: Red Kelly, pictured here in 2008, makes the top five. (Dave Sandford/Getty Images)

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