The Godfriender (S01E06)

Dan, Deb, and Chris find themselves trapped in 1920s Chicago, where Al Capone has taken their time travel bag captive. Chris suggests a cautious approach, relying on historical knowledge to eliminate Capone, but Dan and Deb choose to befriend him instead. While they mentor him on becoming a more effective mobster and a better husband, they soon discover that earning his trust and loyalty is far more challenging than they anticipated.