You Bet Your Life #60-15 Groucho the Telemarketer ('Face', Jan 5, 1961)

From the moment Groucho makes his wager with Jack Schwartz, it feels like we're in for a totally preplanned bit, but the payoff phone call appears genuinely spontaneous to me. The startled reactions of the woman on the other end of the phone call are priceless.

COUPLE #1: Eden Ryl, president of the EdenRyl Organization (naturally), which trains salesmen / Jack Schwartz, "greatest telephone insurance salesman in the country", who makes a sales call to demonstrate his skill
COUPLE #2: Barbara Winklepleck / Lloyd Kino, who we don't learn anything about at all, but they get to play the quiz with the absolute most boring category they had on YBYL, "Spelling". Great way to completely kill the pacing of the end of the episode, squeezing this in. They should have just had Groucho make another phone call. . .

NOTE: The opening couple of minutes are cut off.
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Episode identification and basic description based on "Tell 'em Groucho Sent You", © 1997 by Mark Petty. Used by permission.