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Comedy Show

Comedy for Valentines


Comedy For Valentines — the ultimate Valentine’s date night that skips the awkward silences, and passive-aggressive gift debates… and replaces them with non-stop, brutally honest relationship humor that hits way too close to home.

Hosted by the sharp-witted Tim X Lee — the former biologist turned comedy veteran who’s been delighting smart crowds with clever, observational humor and impeccable timing for years — this show brings just the right mix of brainy laughs and relatable absurdity to set the tone.

Headlining the night is Joe Sib, the high-energy storyteller and punk-rock veteran (co-founder of SideOneDummy Records, former frontman of Wax and 22 Jacks) who has mastered the art of turning life’s wild detours — from youthful rebellion to modern fatherhood — into hilarious, karmic stand-up gold. Expect raw, engaging stories delivered with infectious enthusiasm and zero filter.

Whether you’re single and thriving, coupled and questioning everything, or just looking for a Valentine’s escape that doesn’t involve overpriced prix-fixe dinners, Comedy For Valentines delivers big laughs, zero pressure, and the kind of comedy that reminds you love (and life) is ridiculous in the best way possible.

Nerd Comedy New Year’s Eve


Ring in the New Year with laughter at a sharp, alcohol-free comedy show at the Brooks. Hosted by Tim X Lee and headlined by Brian Kiley, this smart, relaxed night of stand-up is perfect for audiences looking to start the year laughing — no hangover required.

Tim X Lee kicks things off with his signature PowerPoint comedy, blending stand-up and clever visuals to turn everyday topics into fast, smart punchlines. The night continues with Matt Balaker, a sharp, insightful stand-up comedian whose material draws from the everyday absurdities of being a trophy husband (he can dream), dad, and SoCal resident.

Brian Kiley closes the evening with his masterful deadpan style, mining marriage, parenting, and midlife quirks for big laughs. Tight, funny, and over early, this New Year’s Eve comedy show is the perfect way to celebrate with clear heads and full hearts.

Da Bear Nation Comedy Night – Onstage Experience


Join the Da Bear Nation ONSTAGE for a night of some of the best comedians out of the Chicago area, flying in for a special night to raise funds for the YMCA Adventure Guides!

Acts include:  CJ Sullivan, Nick Vatterott, and Sean Flannery

They will also be bringing some of their famous friends down from LA to join the party. Don’t miss this hilarious night of comedy! Tickets will sell out quickly!

Da Bear Nation Comedy Night


Join the Da Bear Nation for a night of some of the best comedians out of the Chicago area, flying in for a special night to raise funds for the YMCA Adventure Guides.

Acts include:  CJ Sullivan, Nick Vatterott, and Sean Flannery

They will also be bringing some of their famous friends down from LA to join the party. Don’t miss this hilarious night of comedy! Tickets will sell out quickly!

Hidden Moments: An Evening of Innovative Improv


Experience an evening of live, improvised theater with two bold new works in OTC’s Studio 219. These performances go beyond quick laughs, offering slice-of-life moments that explore the full range of human experience.

The night opens with CrossRoads, an improvised story uncovering the hidden connections between strangers in a single place. Then comes Terminal—a high-stakes journey that begins in tragedy and unfolds into something both cathartic and unexpectedly hilarious. Please note: Terminal covers some topics that touch on deeper emotional themes, ranging from sorrow to joy.

Together, these shows push beyond traditional improv, blending raw emotion with sharp humor to reveal powerful human stories—created entirely in the moment.

Improv Comedy Triple Header


Join us for a fun night of improv comedy at OTC’s Studio 219 with three incredible teams!

First, get drawn into the fun and compelling world of CrossRoads, which explores the hidden stories connecting a group of strangers — a journey into the poignant and hilarious private lives we carry into public spaces.

Then, prepare for the untamed energy and hilarious absurdity of San Diego’s Beast Village! This powerhouse team unleashes a wild, character-driven set that is guaranteed to be chaotic, unforgettable, and gut-bustingly funny.

Finally, we welcome back Optimus Rhyme, a high-energy, interactive hip hop improv team that turns audience suggestions into an unforgettable, once-only hip hop experience!

From the heartfelt to the hilarious, this is a full-spectrum night of comedy you won’t want to miss!