Jon Pylypchuk was born in 1972 in Winnipeg, Canada. He studied at the University of Manitoba School of Art, where he co-founded the collective known as the Royal Art Lodge in 1996 with fellow artists Michael Dumontier, Marcel Dzama, Neil Farber, Drue Langlois and Adrian Williams. Its members were mostly graduates from the University of Manitoba, Canada who were united in their outsider status and who liked to break the unwritten rules of artistic production. They sent childlike drawings to the National Gallery of Canada, suggesting they exhibit them, and held all-night drawing sessions. In 1998 he moved to Los Angeles, where he is currently based.
Pylypchuk has exhibited in New York, Düsseldorf, Münster, London, Los Angeles, Cleveland, Paris, San Francisco, Miami, Tokyo, Montreal, Seoul, Guadalajar and St. Petersburg. His works are in the collections of the Los Angeles County Museum of Art, Los Angeles; The Museum of Contemporary Art, Los Angeles; the Hammer Museum, Los Angeles; the Museum of Modern Art, New York; The Saatchi Collection, London; The Museum of Old and New Art, Berriedale; Henry Art Gallery, Seatlle; Albright-Knox Art Gallery, Buffalo, New York; and the Whitney Museum, New York.