The Moodys picks up with Sean Sr. contemplating retirement - road trips across the country in an RV with Ann while Sean Jr. takes over the family HVAC business. In reality, however, Ann has no intention of leaving her new psychology practice, and Sean Jr. continues to brew up schemes to get rich quick. Bridget, who is in the midst of a divorce, returns home while her fancy new townhouse is being renovated; and Dan leaves Brooklyn for Chicago to live with his girlfriend, Cora, only to realize the relationship is moving too quickly. Once again, the Moodys are all under the same roof.

After a brief reconciliation, Dan and Cora  break up again, sending him back home to his parents' house. Ann then forces Dan into an unwanted therapy session with her friend, Grace. Meanwhile, Sean Sr. proudly sends Sean Jr. out on his first solo job to fix an HVAC unit, which the younger Moody promptly ditches for a new business opportunity with Cousin Marco. Then, Bridget goes rock climbing with her ex-boyfriend from college, Nick, and his new girlfriend.