Disc 1. Broadcast date May 15, 1958; filmed April 1958; secret word: table; episode #57-34; guests: Edgar & Candice Bergen, Melinda Marx
Broadcast date January 19, 1956; filmed December 5, 1955; secret word: food; episode #55-17; guest: Hoot Gibson
Broadcast date June 14, 1956; filmed April 25, 1956; secret word: room; episode #55-38; guest: Harry Ruby
Broadcast date October 9, 1958; filmed August, 1958; secret word: grass; episode #58-03; guests: Johnny Weissmuller, Richard Armour
Broadcast date January 19, 1961; filmed March & August, 1960; secret word: walk; episode #60-17; guest: Mark Harris
Broadcast date May 11, 1961; filmed March, 1961; secret word: house; episode #60-31; guest: Harpo Marx. Bonus features: "The plot thickens" pilot ; "You bet your life" stag reel filmed 1956-1957 ; Marx Brothers commercial ; outtakes.
Disc 2. Broadcast date March 3, 1955; filmed January 19, 1955; secret word: money; episode #54-25; guest: Joe Louis
Broadcast date April 7, 1955; filmed February 8, 1955; secret word: voice; episode #54-30; guest: Boots Bootzin
Broadcast date November 10, 1955; filmed September 26, 1955; secret word: street; episode #55-07; guest: Edouard Cournand
Broadcast date April 25, 1957; filmed March, 1957; secret word: roof; episode #56-31; guest: gal who makes Fenneman blush
Broadcast date November 6, 1958; filmed September, 1958; secret word: money; episode #58-07; guest: organ grinder and monkey
Broadcast date January 8, 1960; filmed November, 1959; secret word: room; episode #59-16; guest: Max Shulman. Bonus features: "What do you want?" pilot ; "You bet your life" stag reel filmed 1958-1959 ; original commercials ; outtakes.
Disc 3. Broadcast date December 19, 1957; filmed October 1957; secret word: hand; episode #57-11; guest: Wild Red Berry
Broadcast date January 30, 1958; filmed December, 1957; secret word: hand; episode #57-19; guest: Phyllis Diller
Broadcast date September 25, 1958; filmed August, 1958; secret word: roof; episode #58-01; guest: fencing master & Miss Finland
Broadcast date October 13, 1960; filmed September, 1960; secret word: sun; episode #60-04; guest: Joy Harmon
Broadcast date January 29, 1959; filmed December, 1958; secret word: nose; episode #58-19; guest: Groucho's favorite musician: a man who plays the tube
Broadcast date December 14, 1950; filmed November 2, 1950; secret word: room; episode #50-11; guest: debut flight of the secret word duck. Bonus features: "Tell it to Groucho" pilot ; "You bet your life" stag reel, filmed 1959-1960 ; Phyllis Diller commentary ; outtakes.