Comedy Archives - Winnipeg Guardian

Tragedy Plus Time: Comedian Jared Story

July 23, 2026 Emilea Semancik

Jared Story has spent over a decade proving that the funniest place to stand is squarely in the middle — of the argument, the absurdity, and occasionally, his own small-town Manitoba upbringing. The Winnipeg-based comedian […]

Tragedy Plus Time: Comedian Shawn Cuthand

July 16, 2026 Emilea Semancik

Shawn Cuthand has no interest in making you comfortable — and that’s exactly what makes him so good. With a style that blends sharp storytelling, absurdist slice-of-life observations, and a gift for evoking well-earned white […]

Tragedy Plus Time: Comedian Scott Koropas

July 9, 2026 Emilea Semancik

Some comedians find their voice by studying the greats. Scott Koropas found his by simply paying attention to the world around him — and realizing that the way he saw it was funnier than most […]

Tragedy Plus Time: Comedian Genevieve Robinson

June 25, 2026 Emilea Semancik

Genevieve Robinson has a theory about bad experiences — if you have to live through them, you might as well get a joke out of it. Part dark comedian, part silly goose, and entirely Irish […]

Tragedy Plus Time: Comedian Bradley Mink

June 18, 2026 Emilea Semancik

Bradley Mink sees the world differently — and he’s not afraid to say so out loud. Shaped by the uncompromising voices of Bill Hicks, Patrice O’Neal, George Carlin, and Eddie Murphy, and grounded by a […]

Tragedy Plus Time: Comedian Jeff Gobeil

June 11, 2026 Lauren Kannwischer

Winnipeg’s own Jeff Gobeil is a storyteller at heart—one who isn’t afraid to wander into the darker corners of life, as long as he brings the audience with him. Blending sharp humour with raw honesty, […]

Tragedy Plus Time: Comedian Max Macaluso

May 28, 2026 Emilea Semancik

Max Macaluso is a Winnipeg-based comedian who treats the stage like a living room and the audience like lifelong friends he just hasn’t met yet. A natural storyteller with an eye for the relatable and […]

Tragedy Plus Time: Comedian Guy Jukes

May 21, 2026 Emilea Semancik

Guy Jukes doesn’t need much runway. Built on the kind of tight, precise comedy that lands before you see it coming, his sets move fast, hit hard, and leave just enough room for the audience […]

Tragedy Plus Time: Comedian Tim Gray

May 14, 2026 Lauren Kannwischer

Tim Gray is a standout in Winnipeg’s comedy scene, delivering an absurd, unpredictable style that blends pure silliness with a touch of darkness. Known for his physical comedy and offbeat perspective, he thrives on catching […]

Tragedy Plus Time: Comedian Cheyenna Sapp

May 7, 2026 Emilea Semancik

Cheyenna Sapp — who performs under the name Shy Sapp — is a comedian whose style she describes as raw, unfiltered, and “either very self-aware or very delusional.” Raised on the Indigenous comedy of Don […]