This special is a thorough retrospective of Jackie's most popular characters from his 1950's television series, characters that include: Ralph Kramden, Reginald Van Gleason, III, the Poor Soul, Fenwick Babbit and Joe The Bartender. Many of the sketches have not been available or even viewed since their original live broadcasts. Jeff Garlin of Curb Your Enthusiasm hosts the program with feature commentary from Mrs. Marilyn Gleason.
| Actor | Role |
|---|---|
 Jerry BergenSelf (archive footage) | Self (archive footage) |
 Art CarneySelf (archive footage) | Self (archive footage) |
 Bud CollyerSelf (archive footage) | Self (archive footage) |
| RRita ColtonSelf (archive footage) | Self (archive footage) |
 Jeff GarlinSelf - host | Self - host |
 Jackie GleasonSelf (archive footage) | Self (archive footage) |
| MMarilyn GleasonSelf - Special Guest | Self - Special Guest |
 Audrey MeadowsSelf (archive footage) | Self (archive footage) |