The Roundup (1941)

Originally written as a stage vehicle for corpulent character actor Macklyn Arbuckle, Ernest Day's The Roundup was first filmed in 1920 with Fatty Arbuckle (no relation) in the lead. By the time the film was remade in 1941, Arbuckle's character, a roly-poly frontier sheriff named Slim (!), was refashioned as a supporting role, with Jack Benny's radio announcer Don Wilson essaying the part. The plot, however, remained fairly intact: Upon hearing that her fiance Greg (Preston Foster) has been killed, Janet (Patricia Morison) agrees to marry rancher Steve (Richard Dix) on the rebound. On the day of the wedding, who should show up but Greg, determined to raise as much Hell as humanly possible

Unfortunately the movie The Roundup is not yet available on HBO Max.