After Adam and Jackie disagree over their Halloween costumes, Murray teaches Adam to be a shell of a man to keep Jackie happy; however, it backfires quickly also causing an issue for Murray and Beverly. But they soon all learn to compromise in their own special way, in the Halloween and 100th Episode.

During the holiday, Uncle Marvin reveals he has become a stockbroker and convinces Barry and the JTP to invest their money with him. Murray intervenes which has repercussions for Barry. Meanwhile, Erica tells Geoff she is in debt and gets swept up in the family investment. Later, Beverly invites 50 people over for a Thanksgiving potluck instead of stressing out cooking for the family, but the plan backfires and Beverly realizes some traditions shouldn't change.