Matt Damon Sonny Vaccaro Ben Affleck Phil Knight Viola Davis Deloris Jordan Jason Bateman Rob Strasser Chris Tucker Howard White Chris Messina David Falk Matthew Maher Peter Moore Marlon Wayans George Raveling Julius Tennon James Jordan Damian Young Michael Jordan Jay Mohr John Fisher Dan Bucatinsky Richard Gustaf Skarsgård Horst Dassler Barbara Sukowa Kathy Dassler Joel Gretsch John O'Neil Michael O'Neill Joe Dean Billy Smith Bill Al Madrigal Tim Jackson Damon Stan Jessica Green Katrina Sainz Joshua Funk Yes Man Andy Hirsch Robinson Mackenzie Rayne Susan Ari Davis Restaurant Guest (uncredited) Geoffrey Gould Workshop Worker (uncredited) Richard Allan Jones Nike Staff (uncredited) Tom Papa Stu Inman (uncredited)