In JANN, Arden plays a fictionalized version of herself: a singer songwriter of a “certain age“ dealing with the harsh reality that her former music career is now on a slow, relentless slide into obscurity. This season, Jann sets out to win her family and ex-girlfriend Cynthia (Sharon Taylor) back, as tensions arise between Jann and her new manager Cale (Elena Juatco), who lines up music gigs that are outside of Jann's comfort zone. Throughout the season, Jann also faces a number of musical rivals, both old and new