Apple TV’s Trying Returns With Weekly Episodes Starting July 8

The return of “Trying” for a fifth season puts a specific pressure on the show that earlier seasons avoided: Princess and Tyler are older now, which means the arrival of Kat, their biological mother, lands differently than it would have when the kids were younger. That shift is the real story of Season 5, not just another obstacle for Nikki and Jason to navigate together.

The season premieres on Apple TV on July 8, 2026, and runs eight episodes, one per Wednesday, through August 26. The weekly release schedule puts it in contrast with how Apple TV handled Camp Snoopy Season 2, which dropped all 13 episodes at once in June 2026. For a show built on emotional momentum, the weekly cadence probably suits “Trying” better.

Esther Smith and Rafe Spall return as Nikki and Jason, with Scarlett Rayner and Cooper Turner back as Princess and Tyler. Branka Katić joins the main cast listing, which aligns with her playing Kat, the biological mother whose arrival drives the central conflict this season.

What the season is actually about

The premise forces a question the show has been able to sidestep until now: what happens when the family Nikki and Jason built gets complicated by the people who existed before them. Kat’s arrival does not appear to be framed as a villain storyline. The official description points toward confusion and emotion rather than confrontation, which keeps the series in the warm comedy territory it has occupied since its debut.

Apple TV is priced at $12.99 per month in the US, a subscription cost the service has been building toward justifying with a steadily expanding slate. Alongside “Trying,” the platform has been adding projects across genres, including an untitled spy thriller with Dakota Fanning and Joely Richardson. “Trying” remains one of the quieter entries in that lineup, which has always been part of its appeal.