Madison Arnold

as Winston Simmons

as Dennis

as Bellhop

as Diner Man

as Morty

as Ray

as Seymour (1 episode)

as Maury

as Alan Black

as Saul Wanamaker (2 episodes)

as Gramps

as Mr. Margolin

as Older Partner (1 episode)

as Old Dude (1 episode)

as Mac

as Vincent DiMeo (1 episode)

as Granddad

as Gerald Chair (1 episode)

as Chaplain (1 episode)

as Harold Malloy (1 episode)

as Donald Fielding (1 episode), as Owner (1 episode), as Plumbing Company Boss (1 episode), as Morty Graf (1 episode)

as Priest

as Captain Doug