Jeremy Dobski LIVE Comedy At Tipsy Toucan

Jeremy Dobski is a Canadian stage, film, and audio producer, as well as a dynamic entertainer whose career spans music, comedy, spoken word, and animation. From his early days producing award-winning podcasts like Laughmatic to creating eclectic multimedia stage shows blending hip hop, punk rock, jazz, and comedy, Dobski has carved a distinct space in the independent arts scene.

With over two decades of experience, he has produced more than 20 studio albums across genres, championing emerging and underrepresented voices through his fledgling label, TOC Records. He has performed at top festivals including NXNE, Just For Laughs, Pouzza Fest, and Montreal’s Under Pressure, and for the past eight years, has been a driving force behind Punx Can’t Laugh—a boundary-pushing comedy/music series that he also co-produced into its first full festival edition.

Dobski’s screen credits include roles on ViceTV, Discovery, CBC, and TVO, showcasing his versatility as an actor, improvisor, and writer. He’s also the composer and producer of original music for various projects, and a co-creator of the upcoming animated series Para-Legal, featuring Canadian comedy icons including alumni from Kids in the Hall and TallBoyz.

Venue & Show Info:
– Doors Open: 7:30 PM | Show Starts: 8:00 PM
– Venue: Located downstairs | 19+ only | Uncensored comedy — discretion advised
– Drinks & Food: Cash-only bar during show | Full food menu upstairs
– Parking: Street and lot parking available
– Tickets: First-come, first-served, limited seating | Shows often sell out
– Cost: $24.76
– Experience Windsor’s premier — and only — live comedy club!