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In order to raise money to produce a play (as well as prove that the plot isn’t ridiculous), Michael McCreigh makes a bet with his Uncle Carlton that he can begin in Central Park in his underwear and, without paying or borrowing for transportation, get to California in 10 days with a decent suit, $100…and a fiance. If he wins, he gets $15,000 to produce the play; if he loses, he must accept a job in his uncle’s packing plant.

How to Watch Love on a Bet Legally and Safely

If you want to stream Love on a Bet through reputable and legal services, there are a few good options depending on where you are. Subscription platforms like HBO Max, Disney+, Netflix, Amazon Prime Video, and Apple TV+ sometimes carry Love on a Bet films or related DC titles—though availability depends on your country.

If you’d rather not commit to a subscription, there are ad‑supported, free (but legal) platforms such as Tubi, Pluto TV, Peacock or Crackle (where available in your region) that occasionally host superhero films.

Lastly, don’t forget about library‑linked streaming options like Kanopy or Hoopla (if your library or university is registered), and official uploads by film distributors on YouTube—these can also give you legal access to classic movies.