Heads or Trails

Weird Harold develops a gambling habit and tries to convince the gang to bet in a horse race. When they initially decline to contribute, Harold becomes an errand boy for Sheldon, a hustler, who promises to pay him. He's able to convince the others to join him, but Fat Albert refuses as he tries to talk sense into the gang. When the gang's sure bet loses, Weird Harold has to face the consequences for his actions as Sheldon has already since he was thrown in jail for his scams.