I had the time of my life in the Worst Place on Earth. Read all about it here.

My name is Winslow Dumaine. I make things.


My work revolves around dread, suffering, and mental illness.

I make art about pain and use it to help people process trauma. I call it DEFENSIVE WOUNDS.

I curate an art collective with Alex Winthrop, Skylar Francis, Noah Durany, Erin Page and Jon La Mantia.

We call it COMORBID.



I work with pen and ink, collage, ink painting, photography, and digital design.

I occasionally host gallery shows and give the proceeds to charities like Planned Parenthood or the Women’s Center for Advancement. I also give half of the proceeds of a few of my items to Resilence Chicago, RAINN, and the ACLU.


I make pins, buttons, tapestries, prints, fabric patches, and more, and sell them online, at festivals and markets, and in shops around the world.

I’m A stand up comedian

My "black hole dark" stand up comedy explores isolation, alienation, and trauma.

I produced Joke and Dagger, a black mass themed comedy show, performed on comedy festivals like Crom Comedy Fest and Beast Village, and headlined shows across the country.

This is me opening for Kyle Kinane:


This is my largest work of illustration and writing.

The Tarot Restless a unique deck of tarot cards set in a cosmic infertility apocalypse.

The deck is a complete overhaul of the classic tarot deck. Each deck comes with a book of short stories, written for every card.

You can follow me on Twitter, Instagram, and Facebook.