Classic SI Photos of Scottie Pippen

Scottie Pippen and Larry Nance

May 8, 1988 — NBA Eastern Conference Playoffs First Round, Game 5

Scottie Pippen

June 9, 1991 — NBA Finals, Game 4

Phil Jackson, Michael Jordan, and Scottie Pippen

November 11, 1991 SI cover

Michael Jordan, Isiah Thomas, Scottie Pippen, Patrick Ewing, and Charles Barkley

February 8, 1992 — NBA All-Star Game

Scottie Pippen, Horace Grant, and Michael Jordan

May 14, 1992 — NBA Eastern Conference Semifinals, Game 6

Scottie Pippen, Dino Radja, and Stojko Vrankovic

July 27, 1992 — Summer Olympics, USA vs. Croatia (Group A game)

Scottie Pippen

August 8, 1992 — Summer Olympics, USA vs. Croatia (Gold Medal game)

Christian Laettner, David Robinson, Patrick Ewing, Larry Bird, Scottie Pippen, Michael Jordan, Clyde Drexler, Karl Malone, John Stockton, Chris Mullin, Charles Barkley, and Magic Johnson

August 8, 1992 — Summer Olympics, Gold Medal ceremony

Scottie Pippen

June 16, 1993 — NBA Finals, Game 4

Kevin Johnson and Scottie Pippen

June 16, 1993 — NBA Finals, Game 4

Michael Jordan and Scottie Pippen

March 19, 1995 — Chicago Bulls vs. Indiana Pacers

Toni Kukoc, Luc Longley, Scottie Pippen, Michael Jordan, and Steve Kerr

January 30, 1996 — Chicago Bulls vs. Houston Rockets

Scottie Pippen and Alonzo Mourning

February 23, 1996 — Chicago Bulls vs. Miami Heat

Scottie Pippen, Michael Jordan, and Phil Jackson

May 12, 1996 — NBA Eastern Conference Semifinals, Game 4

Scottie Pippen

June 9, 1996 — NBA Finals, Game 3

Michael Jordan and Scottie Pippen

June 16, 1996 — NBA Finals, Game 6

Scottie Pippen and Michael Jordan

June 16, 1996 — NBA Finals, Game 6

Charles Barkley, Grant Hill, Anfernee Hardaway, David Robinson, Scottie Pippen, Mitch Richmond, Reggie Miller, Karl Malone, John Stockton, Shaquille O'Neal, Gary Payton, and Hakeem Olajuwon

August 3, 1996 — Summer Olympics, Gold Medal ceremony

Scottie Pippen and Antoine Carr

June 1, 1997 — NBA Finals, Game 1

Michael Jordan and Scottie Pippen

June 13, 1997 — NBA Finals, Game 6

Michael Jordan, Ron Harper, and Scottie Pippen

April 5, 1998

Dickey Simpkins, Michael Jordan, Ron Harper, and Scottie Pippen

April 5, 1998

Ron Harper, Scottie Pippen, Michael Jordan, and Scott Burrell

May 11, 1998 SI cover

Michael Jordan and Scottie Pippen

June 14, 1998 — NBA Finals, Game 6

Scottie Pippen

1998

Scottie Pippen

February 15, 1999 SI cover

Scottie Pippen

December 1, 1999

Scottie Pippen

December 1, 1999 — Portland Trail Blazers vs. Charlotte Hornets

Scottie Pippen and Doug Christie

December 28, 2002 — Portland Trail Blazers vs. Sacramento Kings

Michael Jordan and Scottie Pippen

February 15, 2011 — Chicago Bulls vs Charlotte Bobcats

Scottie Pippen

April 12, 2012 — Chicago Bulls vs. Miami Heat

Scottie Pippen

February 22, 2014 — Duke vs. Syracuse

Scottie Pippen

May 3, 2014 — 140th Kentucky Derby