But there comes a time when life must go on. May 24, 1990: Less than two years later, the Oilers win the Stanley Cup. They skate around the Boston Garden ice, holding the prize.

1. He Never Won a Stanley Cup After Being Traded From Edmonton. My earliest recollections of hockey as a youngster begin when Gretzky was just winding down his time in Edmonton, winning his final of 4 Stanley Cup championships with the Oilers in 1988 before shockingly being dealt to the Los Angeles Kings later that summer.

While championships are often the shorthand of all-time greatness, Wayne Gretzky did more than just lift the Stanley Cup four times. During his time on the ice, the Great One piled up an incredible haul of individual awards. His trophy case includes: The Lou Kaplan Trophy (1979 WHA Rookie of the Year)

Gretzky helped the Edmonton Oilers win the Stanley Cup in 1984, 1985, 1987, and 1988.The great Gretzeky won 4 Stanley cups. How many world championships did Wayne Gretzky win as a senior? None.

Many believed that that would end the successes of the Oilers, but they bounced back and won again in 1990 against Boston's Bruins, this time without Gretzky. Winning five Stanley Cup championships in seven seasons was an incredible run; one that earned them acknowledgement by The Hockey News as the greatest NHL dynasty of all time.

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how many times did gretzky win the stanley cup