By 2000, Scottie Pippen was a seven time All Star, a six time champion and one of the 50 greatest players in league history. Yet he still felt the need to prove himself. With the glory years of Chicago long behind him, Pippen sought to lead a champion of his own in Portland. Though nowhere near as successful, this was arguably the most talented team he’d ever play for. Surrounded by bevy of All Stars and award winners such as Damon Stoudemire, Steve Smith, Rasheed Wallace and Arvydas Sabonis, the Blazers flaunted depth at every position. Their skill overwhelmed much of the competition and propelled them to 59 wins, but an ill timed fourth quarter collapse would be their undoing as they lost the Conference Final to Los Angeles in an epic seven game series.