Cathy and Adam go a little too far with their generosity; Joy encourages Paul to pursue an endorsement deal; Sean brings his new friends Tim and Giselle to a charity auction.

Cathy tries scuba diving in an effort to maximize the fun on her Puerto Rico vacation; Paul, reeling from the news about Joy, tries to keep it together during a speaking engagement. Later, Sean decides to take a respite from dating after undergoing yet another breakup.