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| Stanley Tucci | Walter Winchell |
| Glenne Headly | Dallas Wayne |
| Christopher Plummer | Franklin D. Roosevelt |
| Paul Giamatti | Herman Klurfeld |
| Xander Berkeley | Gavreau |
| Kevin Tighe | William Randolph Hearst |
| Frank Medrano | Melvin Diamond |
| Vic Polizos | Sam Hague |
| Paula Cale | Mrs. Klurfeld |
| Megan Mullally | June Winchell |
| Victoria Platt | Josephine Baker |
| John O'Donohue | Harry the Doorman |
| Michael Greene | Bellamy |
| Rod McCrary | Emcee |
| Rabbi Jonathan Aaron | Rabbi |
| Pat Asanti | Vaudeville Magician |
| Matt Bellner | Walter Jr. - Age 20 |
| Ricky Davila | Walter Jr. - Age 10 |
| Raffi Di Blasio | Walter Winchell - Age 20 |
| Jason Huber | Ed Sullivan |
| Mary Portser | Janet Winchell |
| Michael Laskin | Radio Executive #1 |
| Lamont Johnson | Radio Executive #2 |
This docudrama chronicles the life of gossip columnist Walter Winchell . Rising to fame in the mid-1930s, Winchell helps usher in the age of tabloid journalism with his talent for digging up dirt about the rich and powerful. By the 1950s, Winchell has secured his place as America's leader in controversy -- even if his prose comes courtesy of ghostwriter Herman Klurfeld . But the tables turn when Winchell finds himself at the center of a high-profile scandal.
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