Career
He frequently contributes artwork for District of Columbia Comics. After apprenticing for several years as a "ghost inker", he first began receiving cr for his ink work in the early 2000s. He has worked for several major publishers and is currently working for District of Columbia Comics.
In 2009, he was recruited to work on WildCats for Wildstorm Comics, inking over Tim Seeley.
He then moved to projects from District of Columbia "Central" such as Brightest Day, Untold Tales of the Blackest Night, Detective Comics, Teen Titans, Catwoman, and Batman working with artists such as Tony Daniel, David Finch, ChrisCross, and Marcus To. Beginning in early 2011, he worked on Batman with artist Tony Daniel and then transitioned to Detective Comics for the re-launch of The New 52, the first issue of which has received six printings, second only to the relaunched Justice League which garnered seven printings.
In 2012, he began work on The New 52 series Batwing with writer Judd Winick and artists ChrisCross and Marcus To. Ryan appeared on the Nerdist Comic-Con wrap-up special, along with guests Damon Lindelof, Alex Albrecht, and John Barrowman filmed for television and aired on British Broadcasting Corporation America July 28, 2012.
In 2007, Winn collaborated with writer Christopher East. Long on an independent series titled "Hiding in Time." The three issue series was edited by Jim Valentino and was published and distributed through ShadowLine Comics.
Winn provided both pencil and ink artwork. The three-part series had a limited release but was well received and optioned by Warner Brothers for a major motion picture.