His music has been used in
Haven and
MTV Cribs,
Employee of the Month, and various commercials.'''' Lindsay began his career playing and singing in
Benji Hughes, as well as fronting his own rock bands The Catch Fire and The Young Sons. Lindsay produced the debut album "Hearts Inc" for The Young Sons in 2007; the group disbanded in 2008. Lindsay signed to Chicago-based label Chocolate Lab Records in May 2010. He made his solo debut with the release of his 15-song
LP record Escape From Plaza-Midwood on August 17, 2010. The title is a reference to the
Plaza Midwood neighborhood where Lindsay lived and a failed suburb by
University of North Carolina at Charlotte where he grew up. Concurrent with the album release was the 7-inch EP
Coping Strategies, which features four songs from
Escape From Plaza-Midwood.
Spencer Griffith for Indy Week wrote that the album is "a sprawling opus of pop rock splendor." Freeden Oeur of PopMatters'' gave the album an 8. Justin Gerber for
Consequence Of Sound wrote, "The opening track is terrific. Lindsay released an EP in 2009, but “End Times” plays as an honest-to-goodness introduction. Nostalgic without being sticky-sweet or reaching “sad bastard” status, Lindsay connects with his audience very well. “My Blue Angels” is power-pop at its finest, with driving percussion anchoring the catchy chorus." Following
Escape, Lindsay toured the US for most of 2011, both solo and with his backing band. He also signed a music publishing deal with North Star Media, performed at several festivals, and began preparations for his next releases: the EP
Could It Be Christmas?, which has a loose holiday theme (November 29, 2011);
Rumormill, the debut LP of Lindsay's side project The Catch Fire (No More Fake Labels, December 6, 2011). Lindsay's LP
Summer Wilderness Program was released on June 26, 2012. Lindsay performed a
Daytrotter Session on January 27, 2012, and a second Daytrotter Session on November 15, 2013. On October 26, 2015, The Indy Weekly premiered "All Them Houses", the first single from Lindsay's
Cities & Schools LP. The track was released digitally on November 6, 2015. On November 24, 2015,
Paste Magazine premiered "Lifer", the second single from the
Cities LP. The
Cities & Schools LP was released on June 10, 2016. To promote the record Lindsay toured the US and Europe. Big Takeover premiered the video for "Little Queen Drum Machine" on June 26, 2016. Lindsay previously performed "Zebulon" in 2016. Daffin Records released Lindsay's fourth album, "Big Stage", on May 16, 2025. The album launch included three singles with videos: "Big Stage", "Anti-Inflammatory", and "Dear Assassin", and a fourth single without a video, "Letters To Randy Newman". Lindsay toured the US supporting the record, with a run of west coast and east coast dates, as well as an official SXSW appearance. The tour was billed as "An Evening Extreme featuring Benji Hughes and Jon Lindsay", with Lindsay pulling nightly double duty, opening each show with a set heavy on songs from "Big Stage", then accompanying Hughes for the headline duo set, featuring songs from the entire Hughes songbook. At the show in Solvang, CA, on March 20th, Lindsay and Hughes were interviewed live on stage by
Jeff Bridges prior to their performances.
Jackson Browne joined the duo for a medley of songs by
Warren Zevon later in the evening. ==Political activism==