Dean Martin had a laid-back charm that made him successful in everything from big-screen comedies to television variety shows to live acts in Las Vegas. Filmmaker Tom Donahue explores Martin’s varied career, including his complicated relationships with Jerry Lewis, Frank Sinatra, Sammy Davis Jr, and others. We hear from admirers such as critic Gerald Early, actor Jon Hamm, and Hip-Hop artist RZA who testify to Martin’s enduring mystique.
| Actor | Role |
|---|---|
 Dean MartinSelf (archive footage) | Self (archive footage) |
 Alec BaldwinSelf | Self |
 Jeanine BasingerSelf | Self |
| JJerry BlavatSelf | Self |
 Peter BogdanovichSelf | Self |
| BBill BoggsSelf | Self |
 Carol BurnettSelf | Self |
 Bing CrosbySelf (archive footage) | Self (archive footage) |
| NNeil DanielsSelf | Self |
 Sammy Davis Jr.Self (archive footage) | Self (archive footage) |
 Angie DickinsonSelf | Self |
| TTom DreesenSelf | Self |
 Gerald EarlySelf | Self |
| SSusan R EwingSelf | Self |
| TTodd FisherSelf | Self |
| WWill FriedwaldSelf | Self |
| RRosie Cox GitlinSelf | Self |
| LLee HaleSelf | Self |
 Jon HammSelf | Self |
| AAnne HardenSelf | Self |
 Billy HinscheSelf | Self |
 Joshua HommeSelf | Self |
 Henry JaglomSelf | Self |
 John F. KennedySelf (archive footage) | Self (archive footage) |
 Norman LearSelf | Self |
 Barry LevinsonSelf | Self |
 Jerry LewisSelf | Self |
| SScott LewisSelf | Self |
 Ron MarascoSelf | Self |
 Deana MartinSelf | Self |