However, with Jordan back full time for the 1995-96 season, the Bulls went 72-10 and defeated the Seattle Supersonics for the NBA championship, allowing Kerr to be a part of the team that currently holds the record for most wins in a season.
Kerr played a major part of the Bulls' victory in the 1997 NBA Finals against the Utah Jazz. In the final seconds of Game 6, with the score tied at 86, he took a pass from Michael Jordan and hit the game-clinching shot. The Bulls would eventually win the game and earn back-to-back championships for the first time in four seasons. Kerr also won the 3-Point Shootout at the 1997 All-Star Game. Kerr also had a significant role in the 1998 Finals series against Utah: in the last minute of Game 2, he missed a three-pointer, but grabbed his own rebound and laid it to Michael Jordan who scored an easy lay-up. The play helped Chicago win this game and even the series at 1-1. The Bulls would eventually win the series in six games.
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The Spurs made it to the Finals for the first time in their history, and Kerr won his fourth ring in a row when the Spurs beat the New York Knicks for the 1999 NBA championship. He is the only non-Boston Celtic to win four straight NBA titles.
In the 2003 playoffs, Kerr made key contributions in Game Six of the Spurs' Western Conference Finals series against the Dallas Mavericks. Among those were four clutch three-pointers that helped to eliminate the Mavericks. The Spurs eventually won the NBA championship that year by beating the New Jersey Nets in a six-game Finals series, led by Kerr, David Robinson, Tim Duncan, Tony Parker and Manu Ginobili, among others.
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He also retired as the league's all-time leader in three-point shooting percentage for a season (.524 in 1994-95) and career (.454).