Playdate cast and character guide: Who plays whom in the latest Alan Ritchson comedy?

Playdate is a film in the buddy action comedy genre. Helmed by Luke Greenfield, the film is written by Neil Goldman. Greenfield has also produced it with Jason Benoit, Mark Fasano, Sean O'Reilly and Jeffrey Greenstein. It was released on Amazon Prime Video on November 12, 2025, through Amazon MGM Studios.

Here's the official synopsis as per IMDb:

"Brian has just been fired from his job. He becomes a stay-at-home dad. He accepts a playdate invitation from another stay-at-home dad who turns out to be a loose cannon."

Let's explore who has played which character in this Alan Ritchson starrer.

Playdate cast and character guide

Alan Ritchson as Jeff Eamon

Alan Ritchson plays the role of Jeff Eamon, a stay-at-home dad taking care of his son. Eamon invites Kevin's son, Lucas, for a playdate. Ritchson has acted in films like Fast X, The Hunger Games: Catching Fire, and Teenage Mutant Ninja Turtles.

Kevin James as Brian Jennings

Kevin James is seen portraying Brian Jennings in Playdate. He was working as an accountant but was laid off by his organisation. He decides to go to Jeff's how with his stepson Lucas, hoping to bond well with everyone. James has acted in films like Hitch, Zookeeper, Paul Blart: Mall Cop, I Now Pronounce You Chuck & Larry, and Grown Ups.

Sarah Chalke as Emily

Sarah Chalke plays Emily, who is married to Brian. She decides to work extra shifts at the hospital to support her family, as Brian is jobless. Sarah has appeared in television shows like Roseanne, Ricky and Morty, Firefly Lane, and films like Cake and Mother's Day.

Other cast members of the film

Alan Tudyk as Simon Maddox
Stephen Root as Gordon
Isla Fisher as Leslie
Benjamin Pajak as Lucas
Banks Pierce as CJ
Hiro Kanagawa as Colonel Kurtz

More about Playdate

Playdate is produced under the banners of WideAwake Pictures, Nickel City Pictures, and A Higher Standard. It is shot by Darran Tiernan, while Joe Mitacek is the editor. The music is composed by Jeff Cardoni and Charlie Nguyen Kim.

In a ScreenRant interview, Alan Ritchson spoke about working with Kevin James in the film:

"There's a lot of times when you come into a project and people, especially actors, are like, 'I don't want to do that,' or, 'I would never say that. And you're like, this is so unhelpful because either we needed to have this conversation a long time ago or come with a suggestion. A lot of times, people just don't want to do something because it makes them uncomfortable or whatever. And it's not that."

He added:

"We can do whatever we want, and I love that. So it was exciting working with him. We were always looking for something better and funnier and I love that."

The film is streaming on Amazon Prime Video.