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'Trying Season 5' Review, Andy Wolton Brings Small Human Moments In A Story About Messy Co-Parenting
The fifth season of 'Trying' has arrived on Apple TV two years after Season 4. The latest season marks the return of all the popular characters from the successful comedy series.

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Add BollywoodShaadis on GoogleAndy Wolton’s comedy series, Trying, has found a different fan base after its premiere on Apple TV in 2020. Four seasons have aired so far, and all of them have left a positive impression. The fifth season has now arrived on July 8, 2026. Apple TV has once again followed the format of raising curiosity to watch the next episode. Most of the characters have returned, and the overall experience of Episode 1 hints towards the arrival of better and more memorable moments in the upcoming episodes. Keep reading to know more!
Trying Season 5 shifts the focus to the messiness of co-parenting

Trying has addressed only one question for four seasons: can 'Nikki' and 'Jason' become parents? The answer is finally here as Season 5 picks up with them already in the role. However, the show does not treat parenthood as the finish line. It instead treats it as a new starting point with a completely different rulebook. The premiere reframes the entire show by bringing 'Kat' into the picture.
As the biological mother of 'Princess' and 'Tyler', her return forces 'Nikki' and 'Jason' to confront a version of family they have never had to navigate before. This is no longer about impressing a social worker or passing a home check. It’s about sharing custody, setting boundaries, and protecting two children who are old enough to understand what is happening. The show resists the urge to turn 'Kat' into an antagonist.
Notably, 'Kat' is not here to take the kids away. She is here because she exists, because biology matters, and because real co-parenting is rarely clean. That choice gives the season immediate emotional weight without resorting to manufactured drama. Esther Smith and Rafe Spall continue to carry the show. Their dynamic has evolved. The desperation from earlier seasons is gone and replaced by a tired but committed partnership. They bicker for small reasons and try to present a united front while making mistakes in real time.
Andy Wolton deserves credit for keeping the humour grounded. The jokes are not driven by punchlines and emerge from various situations. The comedy grows out of character instead of being forced onto it. Season 5 also asks a bigger question - what happens after you get what you wanted? The premiere suggests the answer is no. If anything, the work gets harder because now there are other people to consider.
Comedy stays small, awkward, and deeply human

Despite being a comedy show, Trying has created a record by not being so loud. Season 5 maintains this tradition. The premiere does not open with a big event. It starts with conversations, silences, and people trying to do the right thing while missing the mark at the same time.
The humour in Episode 1 is situational. It lives in the gap between intention and execution. Nothing feels exaggerated, and it feels like things that can happen in any household. The approach works because the show never mocks its characters and presents them as flawed, but well-meaning, and then lets the audience find the comedy in their humanity. It is a difficult balance. But Trying Season 5 maintains it by keeping the performances natural.
The production specifically supports the tone of Season 5. Everything is designed to feel intimate rather than cinematic. The supporting cast is used more efficiently. Instead of filling space, characters like 'Nikki's' father and the friend group get some moments that reflect the theme of adjusting to change. No one in this world is static, and the show makes that clear without speeches.
In case the upcoming episodes follow this template, Season 5 will be less about big plot turns and more about accumulation. Small moments that build into something meaningful. It is a confident choice for a show that has entered its fifth season. Instead of chasing relevance through stunts, it is doubling down on what made it special, which is honesty, awkwardness, and heart.
Have you watched Trying Season 5 on Apple TV? Let us know.
PC: Apple TV/YouTube
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