Summary

• The cast of Loudermilk is filled with hilarious actors and includes acclaimed character actors and renowned stand-up comedians.
• Ron Livingston plays the title role of Sam Loudermilk, a former music critic and recovering alcoholic struggling to stay sober.
• Other notable cast members include Will Sasso, Anja Savcic, Laura Mennell, and Brian Regan, each bringing their own unique characters to the show.

Led by Ron Livingston and Will Sasso, the cast of the hugely underrated sitcom Loudermilk is full of hilarious actors. Loudermilk revolves around Sam Loudermilk, a former music critic and a recovering alcoholic, who reluctantly takes in fellow addicts and runs a Sober Friends group at the local church. The show ran for an initial two seasons on the Audience Network before airing its third and final season on Prime Video. The series was created by Peter Farrelly, the co-director of Dumb and Dumber and There’s Something About Mary, in collaboration with Bobby Mort.

The recurring appearances of Loudermilk’s recovery group allowed Farrelly and Mort to pack the ensemble cast with world-class comedy talents. The group includes both acclaimed character actors and renowned standup comedians, each with their own quirky characters to play. From Brian Regan to Laura Mennell, the Loudermilk cast has plenty of great actors.

Ron Livingston As Sam Loudermilk

The title role of Sam Loudermilk, a music critic and recovering alcoholic struggling to stay sober, is played by Ron Livingston. Livingston is best known for playing the lead role of Peter Gibbons in Mike Judge’s 1999 comedy cult classic Office Space and Captain Lewis Nixon III in HBO’s hit 2001 miniseries Band of Brothers. His other roles include Rob in Swingers, Roger Perron in The Conjuring, and Roy Phillips in six episodes of Boardwalk Empire.

Will Sasso As Ben Burns

Ben Burns, Loudermilk’s sponsor and roommate (who turns out to have alcohol stashed all over the apartment), is played by Will Sasso. Sasso was a cast member on Mad TV from 1997 to 2002 and also played other sitcom roles like Doug Martin in How I Met Your Mother and Bill Ryan in United We Fall. Sasso previously worked with Loudermilk co-creator Peter Farrelly when he played Curly in the Farrelly brothers’ 2012 film reboot of The Three Stooges.

Anja Savcic As Claire Wilkes

Anja Savcic plays Claire Wilkes, a fellow addict that Loudermilk reluctantly invites into his home and his recovery group. Savcic’s other TV roles include Scarlet Leyendecker in 25 episodes of Big Sky, Odette Lamar in eight episodes of the 2019 Nancy Drew series, and Litzibitz Trost in three episodes of Dirk Gently’s Holistic Detective Agency. She also played Athena Carter in Ms. Match and Peggy the Pony Snuggler in Crash Pad.

Laura Mennell As Allison Montgomery

Allison Montgomery, Loudermilk’s neighbor and love interest throughout season 1, is played by Laura Mennell. Mennell’s other recurring TV roles include Charlotte Cross in 13 episodes of Haven season 5 and Thelma Harris in nine episodes of The Man in the High Castle season 3. She’s also no stranger to comic book roles, having played Enigma in the Batwoman series and Janey Slater in Zack Snyder’s big-budget movie adaptation of Watchmen.

Tyler Layton-Olson As Cisco

Tyler Layton-Olson appears in the Loudermilk cast as Cisco, a young addict in recovery who takes a shine to Claire and starts a Twitter account full of Loudermilk’s wisdom. Layton-Olson has appeared in other TV shows as Pretty Boy in The Man in the High Castle season 3, episode 5, “The New Colossus,” and Canoodling Guy in Once Upon a Time season 7, episode 1, “Hyperion Heights.” He also works as a dancer, having appeared in dance numbers in Status Update, Puppy Star Christmas, and all three Descendants movies.

Brian Regan As Winston "Mugsy" Bennigan

Winston Bennigan, one of the members of Loudermilk’s support group, better known by his nickname “Mugsy,” is played by Brian Regan. Regan is best known as a standup comedian, having released several comedy albums and specials, including 2017’s Nunchucks and Flamethrowers and 2021’s On the Rocks, both released on Netflix. Regan’s only other acting role was as himself in the Chris Rock showbiz romcom Top Five.

Ricky Blitt As New Guy (Hiram)

Hiram, who everyone in the group calls “New Guy” (even long after other new guys have joined the group), is played by Ricky Blitt. Blitt is best known as a screenwriter, having worked as one of the original writers on the staff of Family Guy, and he wrote for Loudermilk in addition to playing “New Guy.” Blitt appeared alongside Alyssa Milano in Family Guy’s first ever live-action sequence and co-starred with Jim Parsons in Blitt Happens, a Fox pilot that wasn’t picked up.

Eric Keenleyside As Father Michael

Father Michael, the curmudgeonly priest who reluctantly allows Loudermilk’s group to meet in his church, is played by Eric Keenleyside. On the big screen, Keenleyside has played Detective Suby in Final Destination 2, Tom in The Edge of Seventeen, and Boyd in the 2014 Godzilla reboot. His other TV roles include Bud Jorgenlen in Fargo, Dr. Martin Davey in Unspeakable, and Mayor George Dean in Superman and Lois.

Loudermilk Supporting Cast & Characters

Tom Butler as Jack Loudermilk: Loudermilk’s womanizing father, Jack, is played by Tom Butler. Butler has been a working screen actor since the 1970s. He played Mayor Lesley Adams in The Killing, the president of WSU University in Fifty Shades of Grey, and Commander Walters in both live-action Sonic the Hedgehog movies.

Timothy Webber as Ed: Ed, the older member of Loudermilk’s group who got addicted to alcohol while sheltering himself from the fallout of Y2K, is played by Timothy Webber. Webber has also played Malcolm Ward in Seventh Son, the Ape Elder in War for the Planet of the Apes, and Jughead’s grandfather Forsythe Pendleton Jones I in Riverdale.

Viv Leacock as Stevie: Viv Leacock plays Stevie, another member of the support group. Leacock is known for playing Kinsey Park in Freddy vs. Jason, Courtney’s dad in Hot Tub Time Machine, and the boarding officer on the Ark in 2012.

Jackie Flynn as Tony Rosetti: Tony Rosetti, one of the most outspoken members of Loudermilk’s group, is played by Jackie Flynn. Flynn is a widely known Boston comedian who’s performed at the Improv, the Comedy Store, and the Laugh Factory. Flynn frequently works with Kevin James; he played various roles in The King of Queens cast and took the role of Joe Duffy in Here Comes the Boom.

Mat Fraser as Roger Frostly: Mat Fraser plays Roger Frostly, a former rock star in Loudermilk’s recovery group. Fraser wrote and starred in Thalidomide!! A Musical, based on his own experiences with thalidomide-induced phocomelia, in 2005. He also played Esther’s son David in the RTÉ One soap opera Fair City and took on the title role in William Shakespeare’s Richard III as part of Hull City of Culture 2017.

Sam Bob as Cloud: Cloud, the member of the recovery group whose cousin conducts the ayahuasca experiment, is played by Sam Bob. Bob is known for playing Sammy in Go with Me, Walter in The Bannocking, and an unnamed homeless character in The X-Files season 10, episode 4, “Home Again.”

Brendan McNamara as Tom Blitt: Brendan McNamara plays Tom Blitt, the ad executive who attends Sober Friends meetings to cover for his boss’ D.U.I. McNamara has also played Russ in Brooklyn Nine-Nine season 7, episode 13, “Lights Out,” and an unnamed Cloud 9 employee in Superstore season 1, episode 6, “Secret Shopper.”

Danny Wattley as Cutter: Cutter, the intense recovering addict determined to sponsor Tom at all costs, is played by Danny Wattley. Wattley is a prolific actor with dozens of screen credits. Most notably, he played Lieutenant Johnson in Stargate SG-1 season 1, episode 4, “The Broca Divide,” and dual roles as Coach Gaines and his Bizarro counterpart in Superman and Lois.

Benjamin Rogers as Felix Furbush: Felix Furbush, the proprietor of Loudermilk’s local record store/coffee shop, Sounds & Grounds, is played by Benjamin Rogers. (The actor’s real name is what Felix uses as his stage name in the show.) Rogers also guest-starred as Timothy in The Last of Us season 1, episode 8, “When We Are in Need.”

Melinda Dahl as Annette: Annette, the waitress who has a one-night stand with Loudermilk’s dad and ends up becoming the mother of his half-brother Clive, is played by Melinda Dahl. In addition to appearing in Loudermilk, Dahl also played Stacie Monroe in the Netflix series Virgin River and Twin 15A in House.