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Dave Hill in Milwaukee

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Dave Hill
Landmark Credit Union Live — Milwaukee, WI
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About Dave Hill

Dave Hill is a comedian and musician from Cleveland who somehow makes it work despite—or because of—the fact that his comedy-rock songs are genuinely awkward. His appeal hinges on commitment to the bit: he'll spend four minutes on a song about how he's a "chick magnet" delivered with such sincere delusion that you're not sure if he's in on the joke. He's also legitimately talented at guitar, which makes the whole thing land differently than if he were just a punchline. Hill has appeared on shows like "Chewed Up" and built a following partly through being the guy who shows up to comedy venues and pulls out an actual instrument. His songs operate in that sweet spot between "this is dumb" and "wait, this is kind of catchy," which seems to be exactly where he wants to be. He doesn't take himself seriously, but he takes the craft of being ridiculous seriously.

His crowds are half-laughing, half-grooving. People don't know whether to clap or laugh at the end of songs. He's self-deprecating enough that the room feels in on it together, which keeps things from feeling mean-spirited. Mostly people leave having heard guitar work they didn't expect from a comedy show.

Known for Chick Magnet, Party Boobies, When My Body Meets Your Body, Craigslist

Dave Hill + Milwaukee

Dave Hill has maintained a presence in Milwaukee's live music scene, most recently touching down at Turner Hall Ballroom in March 2025. The comedian and musician has built a reputation for unpredictable sets that blend his sharp comedic sensibility with genuine musical moments. His appearances in the city reflect the kind of intimate venue stops that suit his brand of rambling, conversational performance style.

Dave Hill in Milwaukee News

Live Music in Milwaukee

Milwaukee's comedy and music scenes have always had this weird, productive overlap. The city's produced its share of oddball performers and indie acts that blur genre lines. Hill, with his guitar and comedic sensibility, slots into that tradition of Milwaukee weirdness—people doing their own thing without waiting for permission.

Milwaukee road trip to see Dave Hill?

Stay in Whitefish Bay or the East Side — quieter, tree-lined neighborhoods with actual character. Dinner at Colectivo's sister restaurant Odd Duck for inventive local cooking, or hit up Uchi if you want something more refined. Spend your day at the Harley-Davidson Museum if you're into American icons, or walk through the Milwaukee Public Market for the best cross-section of local food producers. The lakefront is worth an afternoon, and if blues is the point of the trip, catch a set at Colectivo or one of the Walnut Street venues while you're in town.

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