To make amends with April, Chloe invites her to a party, but realizes April may not be her biggest problem in returning to the Goodwins’ hometown of Granby. Meanwhile, Jimmy quickly finds out Granby is too small a town for him to be able to pull off crimes and Henry is disappointed when he finds out Lucinda has a boyfriend.

Chloe suspects Jimmy of reverting to his criminal past when she sees him with a mysterious man. Meanwhile, Henry lies to his siblings about being a workaholic, and Chloe is shocked when her L.A. roommate kicks her out over the phone.

Chloe finds herself at a career crossroads when a new challenge from her father presents her with an opportunity to give up acting and pursue the academic career she avoided years ago. Meanwhile, Henry is forced into wedding planning since his fiancée is too busy running for political office.

When Jimmy realizes he wants a bigger role in his daughter Piper’s life, he brings Henry and Chloe along to meet their niece. Jimmy tries to convince Piper’s mom Hannah to trust him, and Chloe forms a unique bond with Piper. Meanwhile, Henry approaches a new business deal with Hannah’s husband Chad.

Chloe makes an instant connection with her childhood friend Ivan, who has been in love with Chloe since their math club days. Meanwhile, Jimmy attempts to revive his unsuccessful country music career, and Henry accidentally texts a racy photo of himself to his ex-girlfriend.

Chloe and Jimmy try keep their respective relationships a secret from Henry, who they fear will judge them to no end. Meanwhile, the siblings realize how much their father is controlling their lives beyond the grave, which leads them to figure out the answer to the final clue.