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2 shows! 7:30PM and 10:00PMTop-notch standup comedy, fun vibes, award-winning craft drinks, gourmet pizzas - this is the perfect way to spend your New Year's Eve!!!
On New Year's Eve Gambit welcomes Freshly Squeezed Comedy , the high-energy, wacky standup duo of Lefty Crumpet & Jesse The Shrink. They book, produce, & perform in their own shows throughout the state of Minnesota. Lefty brings his silly songs & Jesse brings his unique perspectives as a licensed therapist (yes he really is a shrink & yes, that probably means he's analyzing you!).
Joining them for these special holiday shows will be recording artist & headliner Wendy Maybury , whose debut album "She's Not From Around Here" hit #1 on the Amazon , iTunes , & Spotify Comedy charts. Also joining them will be Aron Woldeslassie, Arman Shah, & Jason Schommer.
Whether you want to celebrate early & be home by 10pm or live it up & ring in the New Year at midnight with us (free glasses of champagne-flavored hard & N/A seltzers will be served to toast with!) we've got you covered. 7:30pm or 10pm show, $20 Early Bird tickets or $30 VIP tickets (with preferred seating)...we're giving you options. Check out the bios of our comedians below & then grab yourself some tickets! Don't be that person who waits 'til New Year's Eve - only to find out there's no tickets left!!
ABOUT OUR COMEDIANS:
Wendy Maybury
Meet Wendy Maybury, a Southern belle from the heart of Dixie who has taken the comedy world by storm. Wendy is a single mother who balances raising her kiddo with a successful standup comedy career. Her relatable experiences as a single parent, combined with her quick wit & Southern charm, have made her a hit with audiences everywhere. Whether she's sharing stories about her dating experiences or simply observing the world around her, Wendy's comedy is a mix of humor and heart that leaves audiences in stitches. So sit back, relax, and get ready to laugh along with this hilarious single mom from the South!
Jesse The Shrink What do you get when you mix a shrink & comedian? This guy! Jesse is a bona fide licensed therapist & standup comic who gives audiences a sneak peek into the inner-workings & often hilarious experiences of a mental health professional. Whether he’s talking about navigating virtual therapy sessions during an apocalypse or just trying to figure out what to tell drunk people he does for a living, one thing’s sure: after hearing his stories you’ll never see therapy (or your therapist) the same again!
Jesse is the producer & host of Jesse The Shrink’s Midlife Crisis Show , the St Paul Comedy All-Stars Show , Friday Night Comedy at Gambit Brewing , St Paul Art Crawl Comedy Night , Therapy & Politics , & the 420 Standup Comedy Show .
He’s also co-founder of Freshly Squeezed Comedy , creator of the Funniest Person in St Paul contest , & runs a weekly comedy open mic at Gambit Brewing. Jesse won the 2024 Clear Water Comedy Contest at The Plus in Eau Claire, WI, was a 2024 Funniest Person With A Day Job finalist at House of Comedy in Mall of America, & is a regular guest on the Tom Barnard Podcast .
Lefty Crumpet Lefty is a 25-year-old, Minneapolis-based, ethnically-ambiguous, joke-slinging, musical funnyman with social anxiety from Riverside, California . He started doing standup comedy in college & immediately fell in love with the stage. His love of playing music led him to begin incorporating comedy songs into his standup performances. He lifts your hearts and minds with absurd and hilarious jokes and tunes, about various topics ranging from relationships to Doordash . Lefty was a finalist in the Funniest Person With a Day Job contest at Rick Bronson’s House of Comedy in Mall of America & is co-founder of Freshly Squeezed Comedy . You can find him bringing joy and confusion to crowds all over the Midwest.
Aron Woldeslassie
Aron is a standup comedian, author, and producer based in St. Paul . His comedy comes from a blend of observations on race, relationships, and culture as well as personal stories.
He was featured in the St Paul Comedy All-Stars show and has been a finalist in numerous comedy contests, including the Funniest Person in St Paul ( Gambit Brewing ), Funniest Person in Minneapolis ( Sisyphus Brewing ), and Funniest Person with a Day Job ( House of Comedy in Mall of America ). Aron is also a founding member of The Nordly and Minnesota Tonight and his work has been featured on Minnesota Public Radio , TPT’s Almanac , Mpls/St.Paul Magazine , and other various literary magazines.
Arman Shah
Arman Shah is a stand up comedian based in New York City . He decided to try stand up comedy for the first time in 2017 during his time at the University of Minnesota and has been performing his unique sense of humor around the country. He has performed for the 10,000 Laughs Festival, Rouge Island Comedy Festival and the Upper Left Comedy Festival.
Jason Schommer
Jason is a standup comedian and storyteller who spent two years as the opening act for comedy legend Louie Anderson in Las Vegas and toured with Louie regularly. As a stand up comic, Jason has performed in clubs and theaters all over the USA as well as Canada and for the US Military in Japan.
Jason has won numerous Story Slam competitions, performed at The Fitzgerald Theatre, The Guthrie Theater, and The Pantages Theater , worked for The Rosie O’Donnell Show , as well as the FX television series Baskets . In 2017, Jason released his first live comedy album “Confessions of a Local Celebrity ” . Most recently he went viral on TikTok by starring in a video with Dave Ryan from KDWB and hitting over 5.3 million views.
Gambit Brewing is one of the most popular destinations in Lowertown St Paul & for good reason: the vibe is unmistakeably chill yet fun; their award-winning, hand-crafted drinks include beers, hard seltzer cocktails, & hard root beer; & their unique variety of gourmet pizzas (pepperoni & cheese curds, anyone??) were recently hailed by the St Paul Pioneer Press .
And then there's the comedy! Gambit has quickly established itself as a premier destination for live standup comedy in St Paul. Whether it's their popular Friday Night Comedy shows, St Paul Art Crawl Comedy Night , annual Funniest Person in St Paul contest (featured in the Minneapolis Star Tribune & Pioneeer Press ), or weekly Tuesday open mic , audiences have been responding enthusiastically. Here's what some of our audience members have been saying:
“Cool, unique room. Great talent!”
" Super fun! Friendly environment!”
" Great! Chill vibes & good beer.”
“So FUN! Want more.”
"Hilarious!!! A must see!”
"Amazing, let me know about the next one!”
“Everyone was f***ing great!”
“Very funny. VERY good.”
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Event Venue & Nearby Stays
141 4th Street East,#Suite LL2,Saint Paul,55101,US, United States
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