Yes, he participated in a slam dunk contest in 1997 as a rookie. He even won the contest with a couple of impressive dunks. (f.e. between the leg)
This was the last slam dunk contest before the lockout in 1998/1999
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no but he will be next year he might considering everyone knows he the highest jumper and natiest dunker in the nba today.
Yes, in June 2007 against the San Antonio Spurs. The Spurs swept the Cavs in 4 games.
In the 2009 All-Star game in Phoenix, he said he will be participating in the 2010 slam dunk competition.