 Working in Skokie, Illinois, Ryan produces limited run, hand-printed posters for rock bands and concerts, and for events such as art shows.Most of his work is screen printed at his print shop, The Bird Machine.He has produced posters for the bands Shellac and the Flaming Lips, as well as thousands of others; he is also responsible for the album art and track illustrations of Andrew Bird's The Mysterious Production of Eggs and Weather Systems

In 2005 he published a book called "100 Posters, 134 Squirrels