Biography
Brynn Cutcliffe is a playwright, director, and (sometimes) performer from Charlottetown, who loves to turn the world upside down in their work, in order to better understand it right side up.
Brynn has created and directed plays for Smile Theatre, the Island Fringe, Fundy Fringe, and Halifax Fringe, and blue: an art pop-up. Their work has also been featured at festivals such as Brave New Works (Theatre Aquarius), Fresh From the Island (Kings Playhouse/Young at Heart Theatre), and Women’s Work Festival (RCA Theatre Company). During the early days of the pandemic, they created an interactive theatre experience delivered through the mail called The Extraordinary Humans’ Hall of Extraordinary Humanness with Theatre Foolscap. In 2023, their play THE PRICK received the PARC Award and Patron’s Pick at the Island Fringe, and their play Waiting for Her was the winner of Toronto Fringe's 24 Hour Playwriting Contest. In 2025, THE PRICK was awarded Outstanding Solo Show at the Halifax Fringe.
They have directed for PEIRSAC (a touring production of Captain Courage by Candace Hagen, 2024 & 2025), Theatre Sheridan (Into the Woods, 2018), and Flow Fest: a new works festival (Pinkie Promise, 2019), and assistant directed at Neptune Theatre (Mad Madge, 2026; dir. Jeremy Webb), Talk Is Free Theatre (Sweeney Todd, 2020; dir. Mitchell Cushman), the Charlottetown Festival (Aqsarniit, 2019; dir. Matt Murray), and Theatre Orangeville (Robin Hood, 2018; dir. Daniel Reale). As a performer, they have recently worked with Young at Heart Theatre and Smile Theatre.
Brynn was the Playwright in Residence at Watermark Theatre in 2024-2025, where they worked on developing their plays The Weatherman and Waiting for Her, with support from Watermark, the PEI Arts Grants, the Canada Council for the Arts, and Playwrights Atlantic Resource Centre (PARC). Most recently, they were a member of PARC's inaugural Pan-Atlantic Emerging Playwrights Unit, during which they developed a new play called Rock's Rocks.
When they're not making theatre, they can usually be found drinking coffee, eating soup, reading, or torturing their friends with bad puns.
