A series of time jumps finds Mike & Vanessa with two new grandchildren, as well as Mandy and Kyle living with them. Mike accidentally-on-purpose gets involved when Vanessa and Mandy clash over Vanessa's "helpfulness." Meanwhile at Outdoor Man, Chuck desperately hopes its last call on Ed's mixology happy hour.

Mike reluctantly finds himself acting as Ryan's mentor when he is offered a big corporate job. Meanwhile, Mandy and Kyle attempt to make Ed's bucket list dreams come true after finding a secret file on his computer.