Denver Comedy Underground

Henry Sir (Don't Tell, Comedy Central, Canada) Live at Denver Comedy Underground! Plus Free Pizza!

Henry Sir is a Canadian comedian and writer based between Canada and New York where he performs at the top clubs like The Comedy Cellar and Gotham Comedy Club while touring North America. Known for his dry wit, sharp writing and punching up takes on the state of the world, he's been featured on Comedy Central, Just For Laughs New Faces, Don't Tell Comedy, and CBC New Wave of Stand Up. Henry is the host of the satirical political podcast, The Freedom Hour, and the popular social media series, Current Events Chirped By A Canadian.

05/30/2026 7:30 PM

Door Time: 6:30 PM

Other Showtimes

A Must-See Comedy Show at Denver Comedy Underground

Looking for a sharp, intelligent comedy show in Denver? Don’t miss Henry Sir live at Denver Comedy Underground, bringing his dry wit and incisive stand-up to one of the city’s top comedy venues.

A Canadian comedian and writer based between Canada and New York, Henry delivers a comedy show that blends sharp writing, global perspective, and big laughs.


A Comedy Show That’s Smart, Dry, and Hilarious

Henry Sir is known for his understated delivery and punchy, “punching up” perspective on politics, culture, and the state of the world. His comedy show style is thoughtful without being heavy—balancing clever observations with consistently strong laughs.

Performing regularly at top clubs like the Comedy Cellar and Gotham Comedy Club, Henry has developed a polished stand-up voice that thrives in intimate comedy rooms.

If you’re searching for a comedy show that’s smart, well-written, and genuinely funny, this is one to see.


From Top Comedy Clubs to the National Stage

Henry has been featured on Comedy Central, named a Just For Laughs New Face, and appeared on Don’t Tell Comedy and CBC’s New Wave of Stand Up. His work extends beyond the stage as well—he hosts the satirical political podcast The Freedom Hour and the popular social series Current Events Chirped By A Canadian.

These experiences shape a comedy show that feels current, confident, and deeply engaging.


A Standout Comedy Show at Denver Comedy Underground

Denver Comedy Underground is one of the best places to catch a live comedy show in Denver, known for its intimate setting and strong lineups. Seeing Henry Sir here means experiencing stand-up comedy the way it’s meant to be: up close, sharp, and full of energy.

If you’re searching for:

  • A comedy show in Denver
  • Live stand-up comedy near me
  • A top comedy club experience

This is the comedy show you don’t want to miss.


Get Tickets for This Comedy Show

Comedy shows featuring rising talents like Henry Sir often sell out quickly. Don’t miss your chance to see him live.

Secure your tickets now and experience one of the best comedy shows in Denver!

Denver Comedy Underground is your destination for Comedy Shows in Denver! It's the best comedy club Denver has to offer, and the top reviewed Denver comedy club! We bring you the best comedy, stand up, and hilarious events every week!

Free Pizza and Great Comedy! No two item minimum, just fun and great laughs!

Get to the show early for the best seats! There's a large parking lot right next to us as well as street parking so you won't have to fight the traffic!

Denver's best comedy club is located in our new home at 675 22nd St, Denver, CO 80205!

Henry Sir is a Canadian comedian and writer based between Canada and New York where he performs at the top clubs like The Comedy Cellar and Gotham Comedy Club while touring North America. Known for his dry wit, sharp writing and punching up takes on the state of the world, he's been featured on Comedy Central, Just For Laughs New Faces, Don't Tell Comedy, and CBC New Wave of Stand Up. Henry is the host of the satirical political podcast, The Freedom Hour, and the popular social media series, Current Events Chirped By A Canadian.