An eccentric wealthy couple offers Jann the money to fund her new album in exchange for promoting their gender reveal company.

On the season premiere, Jann decides to take back control of her life and career, starting with hiring a personal assistant.

Jann and Max spy on their mother Nora as she goes on a date.

Jann surprises everyone by going on a date with someone new: a much younger man.

Jann’s crowdfunding campaign for her new album reaches its goal, thanks to an $80,000 donation from a mysterious anonymous donor. Jann, determined to figure out who donated the money, enlists Trey to help her investigate her “suspects,” which culminates in crashing a funeral. But the biggest revelation comes while investigating Jann’s ex-girlfriend — as it’s clear Cynthia is truly moving on without Jann.

Jann, Nate, Max, and Dave go on a romantic mountain getaway, but Max has a problem with Jann’s new boyfriend.

Musician and former star Jann Arden is having a rough week in both her career and personal life. Her loyal manager Todd messes up her chance at a huge gig, and her ex Cynthia has decided to move on and see someone else. Things seem to be looking up when slick new manager Cale comes into Jann’s life, promising to reinvigorate her career. But that might prove challenging when her mom Nora, who’s showing early signs of memory loss, moves in with her.

Jann and her sister disagree about their mother's 75th birthday party.

Jann and the family go camping in an attempt to recreate fond family memories.

When Jann’s university-aged niece Charley calls asking for her help with something, Jann and her mom Nora immediately rush to campus. But before Charley can make her request, Jann gets distracted by adoring young fans on campus, who are excited her song has been recently sampled in a hot new single by The Weeknd.

Jann is asked to be the celebrity judge at a kids’ talent show.

Jann and Cale disagree about the style of song Jann should record for a new singles compilation.