| Person | Type | Job | Role(s) |
|---|---|---|---|
 Matthew Miele | Crew | Directing | Director, Writer |
Justin Bare | Crew | Production | Producer |
 Alan Cumming | Cast | Actor | Self |
 Anjelica Huston | Cast | Actress | Self |
 Babe Ruth | Cast | Actor | Self (archive footage) |
 Bette Davis | Cast | Actress | Self (archive footage) |
 Bill Murray | Cast | Actor | Self |
Clint Hill | Cast | Self | |
 David Johansen | Cast | Actor | Self |
 Dianne Wiest | Cast | Actress | Self |
 Earl Rose | Cast | Actor | Self |
 Eartha Kitt | Cast | Actress | Self (archive footage) |
 Elaine Stritch | Cast | Actress | Self |
 Fran Lebowitz | Cast | Actress | Self |
 George Clooney | Cast | Actor | Self |
 Graydon Carter | Cast | Actor | Self |
 Harrison Ford | Cast | Actor | Self |
 Isaac Mizrahi | Cast | Actor | Self |
 Jack Lemmon | Cast | Actor | Self (archive footage) |
 Jack Nicholson | Cast | Actor | Self (archive footage) |
James Francis Trezza | Cast | Self | |
 Jeff Goldblum | Cast | Actor | Self |
 Jimmy Fallon | Cast | Actor | Self (archive footage) |
John Pizzarelli | Cast | Self | |
 Jon Hamm | Cast | Actor | Self |
 Joy Philbin | Cast | Actress | Self |
 Kelli O'Hara | Cast | Actress | Self |
 Kelly Ripa | Cast | Actress | Self (archive footage) |
 Lenny Kravitz | Cast | Actor | Self |
 Marilyn Monroe | Cast | Actress | Self (archive footage) |
 Molly Ringwald | Cast | Actress | Self |
 Naomi Campbell | Cast | Actress | Self |
 Piers Morgan | Cast | Actor | Self |
 Anne, Princess Royal | Cast | Actress | Self (archive footage) |
 Regis Philbin | Cast | Actor | Self |
 Rita Wilson | Cast | Actress | Self |
 Seth Meyers | Cast | Actor | Self (archive footage) |
 Sofia Coppola | Cast | Actress | Self |
Steve Tyrell | Cast | Actor | Self |
 Tommy Lee Jones | Cast | Actor | Self |
 Tony Bennett | Cast | Actor | Self (archive footage) |
Vera Wang | Cast | Actress | Self |
 Wes Anderson | Cast | Actor | Self |
 Woody Allen | Cast | Actor | Self |
 Anthony Bourdain | Cast | Actor | Self |
Carleton Varney | Cast | Self | |
 Ciara | Cast | Actress | Self (archive footage) |
 Jennifer Hudson | Cast | Actress | Self (archive footage) |
 Matthew Weiner | Cast | Actor | Self |
 Mika Brzezinski | Cast | Actress | Self |
 Nina Garcia | Cast | Actress | Self |
 Roger Federer | Cast | Actor | Self |
 Scott Pelley | Cast | Actor | Self (archive footage) |
 Alexa Ray Joel | Cast | Actress | Self |
 Zayn Malik | Cast | Actor | Self (archive footage) |
 Gigi Hadid | Cast | Actress | Self (archive footage) |
 Paul Shaffer | Cast | Actor | Self |
 Jill Kargman | Cast | Self | |
 Lena Hall | Cast | Actress | Self |
 Herb Alpert | Cast | Actor | Self |
 Marie Brenner | Cast | Actress | Self |
 Catherine, Princess of Wales | Cast | Actress | Self (archive footage) |
 Condoleezza Rice | Cast | Actress | Self |
 Amal Clooney | Cast | Actress | Self (archive footage) |
 William, Prince of Wales | Cast | Actor | Self (archive footage) |
Pyper America | Cast | Self (archive footage) | |
David Patrick Columbia | Cast | Self | |
Rob Bowman | Cast | Actor | Self |
| Person | Type | Job | Role(s) |
