A product of the great depression, Love on a Bet (1936) addressed the problem of the time - homelessness, and the plight of millions of Americans who found themselves without a job, a bank account, or a home - and wove an escapist fantasy around it. Some other examples in escapist films of the time were: My Man Godfrey (1936), Meet John Doe (1941) and Sullivan's Travels (1941).
The working title of this film was "Don't Bet on Love."
Erik Rhodes was to have played the part of "Jackson Wallace." Jack Randall was ultimately cast in that role.
The writing title credits on the film are for a Philip G. Epstein, not Julius J. Epstein per IMDb. It is possible they wrote this screenplay as a team, but we're not so credited on film titles. Philip was the twin brother of Julius. They were always a writing team until Philip's death in 1952. Julius Epstein and brother Philip Epstein became the first twins to be awarded Oscars® when they won in the writing category for Casablanca (1942).