A Freshly Squeezed Comedy New Year's Eve at Gambit Brewing with Ali Sultan

Wed Dec 31 2025 at 07:00 pm to 11:59 pm UTC-06:00

Gambit Brewing Co | Saint Paul

Freshly Squeezed Comedy
Publisher/HostFreshly Squeezed Comedy
A Freshly Squeezed Comedy New Year's Eve at Gambit Brewing with Ali Sultan
Advertisement
Celebrate NYE the RIGHT way this year...with delicious food and drinks, great vibes, and a standup comedy experience like no other!
About this Event


On New Year's Eve, welcomes back , the high-energy, wacky standup duo of Lefty Crumpet and Jesse The Shrink. They book, produce, and perform in their own shows throughout the state of Minnesota. Lefty brings his silly songs and Jesse brings his unique perspectives as a licensed therapist (yes he really is a shrink and yes, that probably means he's analyzing you).

Joining them for these TWO special back-to-back shows will be national headliner , who has been featured on Comedy Central, The Late Show with Stephen Colbert, filmed a Dry Bar Comedy special and released two comedy albums that have garnered 1+ million streams (see more about Ali below).

Whether you want to celebrate early and be home by 9pm or live it up and ring in the New Year at midnight with us (free glasses of champagne-flavored seltzers will be served to toast with!), we've got you covered. 7pm or 10pm show, $25 General Admission or $30 Reserved Seating...we're giving you options. Check out the full bios of our comics below and 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 (it happened last year!).



ABOUT OUR COMEDIANS:


Event Photos

Ali is a Yemeni-Ethiopian immigrant. His comedy can be seen on Comedy Central, Don't Tell Comedy, and The Late Show with Stephen Colbert. His albums Happy to Be Here and Funny First can be heard on Spotify and have garnered over one million streams. He filmed his Half Hour comedy special in Dubai for Comedy Central Arabia and won the Best in The Midwest competition at Gildas LaughFest. Ali's Drybar Comedy special has over 1.7 million views on YouTube and he can be seen on the new PBS Roots of Comedy series.



https://youtube.com/shorts/0gtzv_PwCyQ?si=jJ13AQiRWMOYNGho
Event Photos


What do you get when you mix a shrink and comedian? This guy! Jesse is a bona fide licensed therapist and standup comic who gives audiences a sneak peek into the inner-workings and 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 and host of a number of Twin Cities comedy shows including Jesse The Shrink’s Midlife Crisis Show, the St Paul Comedy All-Stars Show, Friday Night Comedy at Gambit Brewing, and  Comedy Night at Station 10. He’s also co-founder of Freshly Squeezed Comedy, creator of the Funniest Person in St Paul & Funniest Headliner contests, and 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, and is a regular guest on the Tom Barnard Show.



Event Photos


Lefty is a Minnesota-based, ethnically-ambiguous, joke-slinging, musical funnyman with social anxiety from Riverside, California. This rising star was a finalist in the Funniest Person With a Day Job contest at Rick Bronson’s House of Comedy in the Mall of America.

Lefty’s journey in comedy began when his friends encouraged him to try an open mic in college. The lure of the stage was too strong to resist. He then joined the University of Minnesota’s student club for comedians. Armed with sharp wit and a guitar, he quickly incorporated music into his performances. This led to an invitation to appear on Mytalk Radio’s Brittany and Kendall Show. Due to the popularity of his “Hallelujah” parody, “Minnesota”, he became a recurring guest.

​In addition to his solo act, Lefty presents his signature blend of joy and absurdity through Freshly Squeezed Comedy, a group he co-founded that produces comedy shows in breweries and bars all over Minnesota.


Event Photos

is one of the most popular destinations in Lowertown St Paul and for good reason: the vibe is unmistakeably chill yet fun; their award-winning, hand-crafted drinks include beers, hard seltzer cocktails, THC selzters; and hard root beer; and their unique variety of gourmet pizzas 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, the annual Funniest Person in St Paul and Funniest Headliner contests (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.”

Advertisement

Event Venue & Nearby Stays

Gambit Brewing Co, 141 4th Street East, Saint Paul, United States

Tickets

USD 31.34 to USD 37.19

Icon
Concerts, fests, parties, meetups - all the happenings, one place.

Ask AI if this event suits you:

More Events in Saint Paul

2026 WJC Slovakia vs Switzerland
Wed, 31 Dec 2026 WJC Slovakia vs Switzerland

Xcel Energy Center

2026 WJC USA vs Sweden
Wed, 31 Dec 2026 WJC USA vs Sweden

Xcel Energy Center

2026 WJC USA vs Sweden
Wed, 31 Dec 2026 WJC USA vs Sweden

Grand Casino Arena

NYE 2026 Minnesota Bobber Drop - The Midway Saloon (St. Paul)
Wed, 31 Dec at 08:00 pm NYE 2026 Minnesota Bobber Drop - The Midway Saloon (St. Paul)

The Midway Saloon

Shrek Year's Eve: New Year's Eve in the Swamp- Saint Paul
Wed, 31 Dec at 10:00 pm Shrek Year's Eve: New Year's Eve in the Swamp- Saint Paul

Amsterdam Bar and Hall

New Years Party
Wed, 31 Dec at 10:00 pm New Years Party

DUAL STUDIOS

St. Thomas University Tommies vs. Ferris State Bulldogs
Thu, 01 Jan at 06:00 pm St. Thomas University Tommies vs. Ferris State Bulldogs

Saint Thomas Ice Arena

IIHF World Junior Championship: Quarterfinals 1
Thu, 01 Jan at 06:00 pm IIHF World Junior Championship: Quarterfinals 1

Xcel Energy Center

Saint Paul is Happening!

Never miss your favorite happenings again!

Explore Saint Paul Events