The first documentary portrait of fashion icon Ralph Lauren, reveals the man behind the icon and the creation of one of the most successful brands in fashion history.
| Actor | Role |
|---|---|
 Ralph LaurenSelf | Self |
 Anna WintourSelf | Self |
 Karl LagerfeldSelf | Self |
 André Leon TalleySelf | Self |
 Hillary ClintonSelf | Self |
| RRobin GivhanSelf | Self |
 Naomi CampbellSelf | Self |
 Martha StewartSelf | Self |
 Calvin KleinSelf | Self |
 Tyson BeckfordSelf | Self |
 Tina BrownSelf | Self |
 Diane von FürstenbergSelf | Self |
 Jessica ChastainSelf | Self |
| VVanessa FriedmanSelf | Self |
| PPaul GoldbergerSelf | Self |
 Joel SchumacherSelf | Self |
 Audrey HepburnSelf (archive footage) | Self (archive footage) |
 Woody AllenSelf | Self |
 Bruce WeberSelf (archive Footage) | Self (archive Footage) |
 YeSelf | Self |
 Ken BurnsSelf | Self |