Will discovers a way to finally get back at Jack for years of relentlessly mocking his hairline. Grace is determined to prove to Mrs. Timmer she's strong enough to handle the challenges of being a single mother. Karen gets an invite to Stan's old poker game, and squares off against Stanley's brother, Danley Walker.

In the aftermath of Will and McCoy breaking up, Grace and Jack hire the Grief Panda to help Will process his pain. With Karen completely occupied with her new baseball team, Grace believes that she has to fire Karen in order to set her free.