Jon began rapping in 2006, starting a punk rock/rap group, The Chupacabra Machine, with drummer Derek Saballos (DJ D-Rok). Around this time, Jon began performing as a guest emcee with local Clearwater, FL band, Variety Workshop—appearing on their self-titled debut—and additionally, recording with the band's hip-hop side project, the Vdub Allstars.
From 2007-2014, Jon Ditty, alongside DJ D-Rok, performed under the moniker, project: SAVE c.a. hircus (the worst possible name for, frankly, anything). In 2012, while living in Orlando, they released their debut album, College Radio: The Music That Beck Wishes He Had Made, aided by the encouragement and guidance of Swamburger (Solillaquists of Sound). In November of 2013, the duo won 1st Place in the inaugural Open Jam Challenge at Dunedin Brewery (featuring 40 local acts).
In February 2015, DJ D-Rok decided to pursue his dreams of becoming an astronaut, enlisting in the United States Air Force to gain flying/pilot experience. Since then, Jon Ditty has embarked upon his career as a solo artist.
Voted BEST LOCAL HIP-HOP ACT in Creative Loafing Tampa's Best of the Bay 2018