What about an sound era comedian tournament? Focus on people active in the years 1930-1960.
Possible entrants, off the top of my head -
Moe, Larry, Curly, Shemp, Besser, Harpo, Groucho, Chico, Zeppo, Bud, Lou, Laurel, Hardy, Keaton, Hope, Fields, Lucy, Gleason, Carney, Burns, Allen, Benny, Martin, Lewis, A.Clyde, Wheeler, Woolsey.
That probably includes most of the major ones. Probably don't want to go too obscure.