Sean Sr. copes with ill feelings after being benched on his hockey team right before the South Side Championship game. Meanwhile, Ann has her first session as a psychologist and the family sees more of her mentor, Grace.

Ann discovers a secret that Dan and her mentor, Grace, have been hiding, as Sean Moody Sr. attempts to play matchmaker for Bridget. Meanwhile, Sean Jr. and Marcus make their very first sale.

Sean Sr. reconsiders his retirement plans, while Ann has second thoughts about her career. Meanwhile, Dan and Cora bump into each other again, Sean Jr. gets serious about his future and Bridget's relationship with Nick gets complicated.

The Moody family gathers once again for a wedding when something sudden shocks the entire family. Meanwhile, Sean Jr. and Marco make amends and things turn around for Bridget's love life.