In 2009, he produced "Kind of Bloop", a chiptune tribute album commemorating the 50th anniversary of Miles Davis' "Kind of Blue". The album's cover was a pixel art version of the original album's cover, which consisted of a photograph taken by Jay Maisel. Attorneys representing Maisel demanded damages and that the resulting image be removed from the chiptune album, resulting in a settlement of $32,500 from Baio. Baio has also written for "Wired" magazine and "The New York Times", and was a staffer on R. U. Sirius' online magazine GettingIt.com.  Baio coined the term supercut in 2008, which in 2017 became known through the song "Supercut" by singer Lorde. In early 2012, Baio and Andy McMillan co-founded the XOXO Festival, celebrating independent artists and technologists. The conference has been held in Portland, Oregon each September since 2012, except 2017 (2020's XOXO was cancelled as of March 2020). The conferences have been largely funded via prepaid tickets and other contributions, including via Kickstarter. The conferences have had an enthusiastic reception. Prominent bloggers and traditional media praised the "impressive list of speakers", and described it as a "crucible of trailblazing artists and developers".