According to Jim (2001)
S03E27 Everyone Gets Dumped
Episode Overview
Jim strikes up a camaraderie with Dana's latest boyfriend, even though this new guy has a history of having broken up with Cheryl years prior. As they bond over shared interests, Jim finds himself torn between loyalty to his friends and the growing friendship with someone who has left a mark on their lives. The situation becomes complicated when past grievances resurface, forcing Jim to navigate the delicate dynamics of their intertwined relationships.