TRYING Season 5 Episode 1 Photos "Rollercoaster"

Life gets even more complicated for Nikki and Jason in TRYING Season 5 Episode 1, “Rollercoaster,” premiering Wednesday, July 8, exclusively on Apple TV+.

The heartfelt comedy returns for a brand-new season with Nikki and Jason facing the consequences of a difficult decision that threatens to upend the family they’ve worked so hard to build. As the fallout from Nikki’s lie continues, the arrival of Kat introduces even more uncertainty, putting the couple’s relationship and family dynamic to the test. With new challenges threatening the stability they’ve fought so hard to achieve, Season 5 looks poised to test Nikki and Jason in ways viewers haven’t seen before.

Scroll down to check out all the TRYING Season 5 Episode 1 photos from “Rollercoaster.”

Since its debut, TRYING has earned praise for blending heartfelt family drama with genuine humor, making it one of Apple TV+’s most beloved original comedies. At its core, the series is about love, resilience, and the unpredictable journey of building a family, with Nikki and Jason’s relatable struggles resonating with audiences season after season. As Season 5 begins, the emotional stakes are higher than ever, promising another mix of laughs, heartfelt moments, and unexpected challenges.

Episode Description

The fallout from Nikki’s lie continues, as Kat’s arrival threatens Nikki and Jason’s family dynamic.

TRYING Season 5 Episode 1 Cast

The series stars Esther Smith as Nikki, Rafe Spall as Jason, Darren Boyd as Scott, Sian Brooke as Karen, Scarlett Rayner as Princess, and Cooper Turner as Tyler.

Season five finds Nikki (Esther Smith) and Jason (Rafe Spall) dealing with the consequences of Princess (Scarlett Rayner) and Tyler’s (Cooper Turner) biological mother Kat (Charlotte Riley) turning up at their doorstep, and the whirlwind of chaos she brings into their settled family life.