Apple TV+ has put the premiere episode of Trying season 5 on the service, and Esther Smith is back as Nikki. New episodes arrive every Wednesday through August 26, giving subscribers a weekly rollout instead of a one-night drop.
The series first premiered in 2020, then finished its fourth season in July 2024. Fans had to wait until May 2025 for the show’s return to be set for a fifth season, which makes this launch a straight continuation rather than a reset.
Esther Smith and Rafe Spall
Smith and Rafe Spall remain the lead pair at the center of the comedy, with Charlotte Riley joining the season as Kat. Darren Boyd, Siân Brooke, Celia Imrie, Phil Davis, Gbemisola Ikumelo, and Colin Morgan are also in the cast, keeping the ensemble intact for the new run.
The weekly release pattern matters because it stretches the season into late August and keeps the show in the app longer. For Apple TV+, that means a recurring reason for subscribers to come back each Wednesday rather than burning through the season in one sitting.
Nikki, Jason, and Kat
Season 5 picks up with Nikki and Jason dealing with the consequences of Princess and Tyler’s biological mother, Kat, turning up at their doorstep. Her arrival throws chaos into what had been a settled family life, which is where the show finds its friction this time.
That setup gives the season a cleaner business advantage than a hard relaunch: the series can lean on an established audience and a familiar cast while adding a new conflict that should keep the weekly episodes moving. With the premiere already live and the run extending through August 26, the practical move for viewers is simple — start now, then stay current every Wednesday.
