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At Tina's (Lesley Ann Warren) urging, Will tries to find out if there is a new woman in his father's life; Jack's son decides to try out for the high-school cheerleading squad.
Will introduces his new boyfriend (Bobby Cannavale) to overly critical Grace; Karen tells Jack that their friendship will change after her wedding.
On the eve of his graduation from nursing school, Jack turns to Will for help writing his commencement address.