In 2005 he published a book called 100 Posters, 134 Squirrels: A Decade of Hot Dogs, Large Mammals, and Independent Rock: The Handcrafted Art of Jay Ryan. He also provided the cover art for Michael Chabon's 2004 novel The Final Solution and publicity art for Chicago's 57th Street Art Fair.
Ryan had previously been a bassist for Braid, but left shortly after its formation. He then joined Hubcap before forming Dianogah in 1995.
Jay Ryan attended New Trier High School in Winnetka, IL.