He is also one half of JEDHA, an electronic duo consisting of himself and lead guitarist of Yellowcard, Ryan Mendez.

They majored in theater for a short while before dropping out to go to Santa Cruz, California and audition together for the Tooth & Nail punk rock band Craig's Brother, which was looking for two guitarists and backup vocalists.

They were successful, but after touring for a while, at one time representing the band as an acoustic duo at the Cornerstone Festival, the band's van broke down and with the tour abruptly cancelled, Ryan moved back to Jacksonville and took a shift at Chili's with bandmate and friend Sean Mackin.

[2] Key contributed to Yellowcard, although he was not yet a member at the time due to performing with Craig's Brother,[citation needed] by providing backing vocals for their first album.

Yellowcard then began the recording of their major-label debut album Ocean Avenue in late 2002, gaining the band major success.

In 2005, Parsons went with the other band members to Los Angeles while Key and Mosely moved to New York City to create new material for their next album.

Lead guitarist Ben Harper left the band in April after finishing guitar tracks for the album.

Lights and Sounds did well on the charts and reviews, but failed to match the 2 million sales of the band's previous album.

The band spent the rest of the year promoting their new album nonstop since its release while touring with Linkin Park and Blue October.

In April 2008, Yellowcard officially announced an "indefinite hiatus" canceling their European and acoustic tours.

During the Yellowcard hiatus that began in 2008, Key also started singing in a side project entitled "Big If" with singer Sean O'Donnell of Reeve Oliver in February 2009.

Key recorded a song entitled "Stop Right There" with Hollywood-based pop-punk band Assemble the Skyline.

Key also contributed guest vocals on a new Silverstein song, entitled "Stay Posi", released in early 2011.

Key and fellow Yellowcard member, Ryan Mendez, spent May 2012 producing and recording the Like Torches album Keep Your Head High.

The goal was to reach $75,000 by September 20 so that Key could start his record label, and he ultimately raised $106,372 to make that happen.

On May 31, 2021, Key announced, alongside Mendez, their new electronic project named JEDHA, with new music slated to release that same year.

[9] On December 15, 2021, Key signed to record labels Equal Vision and Rude and announced his new EP, Everything Except Desire, which was released on February 11, 2022.

[10] In 2008, Key worked with Patrick Stump and Pete Wentz of Fall Out Boy in a film called Moustachette.

On May 14, 2022, Key announced to his Discord community that he became engaged to Laura Gillway while on a trip to Walt Disney World.