Trying' Is Still Apple TV's Best Comedy of All Time With Its Season 5 Return | Review

Trying returns for Season 5 on Apple TV after a two-year break, picking up immediately from where Season 4 left off. The series resumes with Kat (Charlotte Riley) arriving at Nikki and Jason’s home, escalating the couple’s already settled routine by introducing a new “additional” parent dynamic. Nikki and Princess face fresh tension tied to earlier revelations, while Tyler and the family navigate how Kat fits into their lives. The season also follows plotlines that move forward for others: Jason goes back to school after being inspired by Penny (Imelda Staunton) to become a social worker, and Nikki starts a new job in the travel industry. Princess and Tyler grow into teenagers, while Nikki’s sister Karen (Siân Brooke) balances her life with daughter Stevie (Matilda Flower) and Scott (Darren Boyd) continues an adventure after last season’s Atlantic crossing decision. The article frames Season 5 as revisiting marriage, parenthood, and ongoing personal challenges.