4
Sep/25

YOU’RE A GOOD MAN, CLIFF CASHEN: A CHRISTMAS MOVIE TO REMEMBER

4
Sep/25

Didi (Liz Larsen) and Cliff (Michael Strassner) have a Christmas Eve to remember in The Baltimorons

THE BALTIMORONS
IFC Center, AMC Lincoln Square, Alamo Drafthouse Downtown Brooklyn
Opens Friday, September 5
www.baltimoronsmovie.com

“What’s wrong with you?” dentist Didi asks her emergency patient, Cliff, early in The Baltimorons. He immediately replies, “Everything.”

What’s right with the film? Just about everything.

The Baltimorons is a bittersweet, hilarious escapade from the Duplass Brothers, directed by Jay Duplass and written by Duplass and Baltimore native Michael Strassner. Strassner stars as Cliff Cashen, who, in the first scene, fails pathetically at trying to hang himself in his attic. Six months later, a sober Cliff is driving with his fiancée, Brittany (Olivia Luccardi), to her mother’s house for Christmas Eve dinner. Cliff is an improv comic, but Brittany is worried when fellow comedian Marvin (Rob Phoenix) texts him about participating in a show that night; Cliff has promised Brittany that, as part of his sobriety, he has given up comedy as well as booze.

On his way into the house, he trips over a loose brick and smashes his face against the side of the door, causing significant damage to his mouth and teeth. He finds Dr. Didi (Liz Larsen), apparently the only dentist working on the holiday, and meets her in her office. Cliff might be a bear of a guy, but he is a sensitive man-child who is afraid of needles; it’s also nearly impossible to know when he is telling the truth or joking around.

Upon leaving Didi’s office, Cliff sees that his Cadillac has been towed; with no other options, he accepts an offer from Didi — a divorced mother and grandmother whose ex-husband (Brian Mendes) just got married that morning — to drive him to the impound lot so he can reclaim his car, which was originally his father’s. That leads to a series of extremely funny, moving, and dangerous adventures in which doctor and patient seem stuck together, facing personal and professional challenges that make them take a hard look at who they are and where they are going.

Duplass, who previously worked with his younger brother, Mark Duplass, on such films as The Puffy Chair and Baghead and the series Togetherness, met Strassner through the latter’s Instagram (@strasshola), where Strassner posts wildly unpredictable short videos. They quickly clicked and were soon writing The Baltimorons, which is loosely based on Strassner’s real life. Duplass cast Tony winner Larsen (The Most Happy Fella, Law & Order) after seeing her play matriarch Shelly Pfefferman in A Transparent Musical; Duplass had portrayed one of that character’s children in the hit streaming series. The role of Didi was then adjusted to reflect some elements from Larsen’s life.

It all combines to give the film a realistic feel, with Baltimore a character unto itself; it’s very much a love letter to the city as Jon Bregel’s camera guides us to the since-collapsed Francis Scott Key Bridge, Federal Hill, the annual Miracle on 34th Street holiday lighting display in Hampden, the Rocket to Venus restaurant, and other locations; there are also several mentions of the Baltimore Ravens and their All-Pro quarterback, Lamar Jackson. (Although the film is not political, it is difficult to think of the National Guard and other military being sent in to save this lovely city.)

Strassner, who played Snoopy in You’re a Good Man, Charlie Brown when he was in the seventh grade, is a veteran of the Groundlings improv group and has appeared on numerous sitcoms, but he instantly takes hold of the film; it’s virtually impossible not to connect with Cliff, a complex gentle giant who went through a bad time and is now trying to reframe his life. Strassner balances solemnity and gravity with humor and Cliff’s infectious world view; although it essentially makes no sense for Didi to keep sticking to Cliff, it’s hard to imagine it wouldn’t be exactly what we would do if we were in her situation, and Larsen (The Most Happy Fella, Law & Order) excels as the distraught doctor, melding her obvious and necessary cautiousness with an inner desire to break free, to gain control of a life that is getting away from her. You don’t have to be a sober comic or a lonely dentist to appreciate, understand, and, most important, want to spend more and more time with these two oddly matched people in search of something else.

The Baltimorons is a Christmas movie to remember, worthy of a place in the holiday canon; Jordan Seigel’s charming score even recalls Vince Guaraldi’s music for A Charlie Brown Christmas. There’s a reason why the film won the Audience Award at four different festivals. See it now, but add it to your annual Christmas list as well.

The Baltimorons opens September 5 at IFC Center, AMC Lincoln Square, and Alamo Drafthouse in downtown Brooklyn; Duplass, Strassner, and Larsen will be at IFC for Q&As following the 7:15 screenings on Friday (moderated by athlete, author, and podcaster Rich Roll) and the 4:40 show on Saturday (moderated by actor David Krumholz); they will also be at Alamo for Saturday’s 7:00 show.

[Mark Rifkin is a Brooklyn-born, Manhattan-based writer and editor; you can follow him on Substack here.]