Headliners of the OR Late Night - Jessica Michelle Singleton, Chris Spencer, Jeremiah Watkins, Zack Chapaloni +more!

Comedian JESSICA MICHELLE SINGLETON is a powerhouse of comedy in a teeny tiny package - known for her high energy, overly honest, and always silly performances. nnJMS skyrocketed to international comedy acclaim after becoming the first ever English speaking comedian to perform at the prestigious Montreux Comedy Festival which lead to two sold out European tours and one in South Africa. Her debut hour special, ‘Hi Y’all’ was released on YouTube in October 2025. Jessica is the breakout star of Iliza’s Locals (Hulu), a comedy special series produced by Iliza Shlesinger. Her Don’t Tell Comedy performance(s) have amassed millions of views online across multiple platforms. Singleton’s second comedy album ‘Horny for Death’ debuted at #1 on iTunes and Amazon, ahead of Bo Burnham, making it her second comedy album to reach number one and be on the FYC list for the Best Comedy Album Grammy.nnSingleton has toured across 4 continents alongside names like: Tom Segura, Theo Von, Mark Normand, Bobby Lee, Melissa Villasenor, Ari Shaffir, and Steph Tolev.

Its hard to keep a straight face when talking to Chris Spencer. Extremely talented and hilarious, this quick-witted funnyman has a resume spanning over 30 years since his start in the business at six years old. Today, his resume ranges across several sectors of the industry – acting, writing, producing, directing and stand-up. With more than thirty television commercials, nine feature films, numerous television show appearances, a published book and nationwide comedy tours under his belt, Spencer is truly at the top of the entertainment game. nnHe co-created, along with Kevin Hart, BET’s hit original faux reality series Real Husbands of Hollywood and was also instrumental in the success of Nick Cannon’s Wild’n Out. nnHe recently directed his first feature. A comedy in the vein of The Full Monty Meets White Mike starring Tiffany Haddish, Wesley Snipes, Spencer Moore, Faizon Love, Gary Owen, JB Smoove and Bill Bellamy entitled Back on the Strip! nnChris has also been the head writer for countless shows such as The Emmy’s, The ESPY Awards, The Mark Twain Prize, Laugh In’s 50th Anniversary, The BET Awards, SNL, NAACP Image Awards, Grown-ish, The Hip Hop Awards and the MTV Video Music Awards…to name a few. nnChris currently has major projects with NBC Peacock, Universal, Viacom and has published the bestselling book 150 Ways to Tell If You’re Ghetto and is working on a new book called The Shepherd where he shares his experiences of working with the G.O.A.T.S of comedy such as Dave Chapelle, Chris Rock, Wanda Sykes and Jamie Foxx to name a few.

Zack’s distinctly original stories, filled with colorful characters and unexpected punchlines, have resonated with audiences of all backgrounds. As a storyteller, Zack shared one of his Moroccan family adventures on MTV’s Greatest Party Story Ever. As an actor, Zack has appeared in the Showtime series Shameless, as well as Night of the Living Karens, a viral comedy-horror series he created with comedian Richard Sarvate. Zack has performed standup comedy all over the country, and opened for some legendary names in the industry, including Tiffany Haddish, Dave Attell and the late great Norm Macdonald. You can catch Zack every week on Hesby Street, a comedy podcast he co-hosts with comedian Torio Van Grol.

EARL SKAKEL is a standup comedian, actor, and podcaster from Los Angeles, CA. His film credits include The Benchwarmers, Adult Swim, Comedy Central’s Roast Battle and Showtime’s I’m Dying Up Here. Earl is a regular at The World Famous Comedy Store in Hollywood, and hosts one of the highest rated comedy podcasts, “Inappropriate Earl“. His podcast features long-form conversations at his LA apartment with artists from the worlds of comedy, film, and music.

Comedian, producer, podcaster, future Bond girl. My Ding Dong Show is the longest running show in the history of The Comedy Store. As seen in Windy City Heat and Showtime's Comedy Store Documentary.