Love on a Bet is a lightweight programmer from the "Get Rich Quick Wallingford" school of comedy. Gene Raymond stars as Michael, a fresh young sprout who needs $15,000 to produce a Broadway play. His rich uncle Carlton (William Collier Jr.) agrees to pony up the money, but only on the condition that Michael leave New York City in nothing but his underwear and show up in Los Angeles 10 days later in a new suit, with a hundred dollars, and a sweetheart -- which happens to be the plotline of the play that Michael wants to produce! As he embarks upon his hitchhiking "tour" of the U.S., Michael is given a lift by wisecracking Charlotte (Helen Broderick) and her pretty niece Paula (Wendy Barrie). At this point, everyone in the audience will know how Love on a Bet ends up, but getting there is all the fun.