During this time, he was the lead singer of a self-described "noisy punk band" called Caine which he described as being "as bad as our name suggested" in a 2007 interview with Billboard.

After leaving school, Cabrera played in the band Rubix Groove, which opened for artists like Cheap Trick and Third Eye Blind.

[6] Take It All Away was released on August 17, 2004, at number eight on the Billboard 200 album chart and sold over 66,000 copies in its first week[7] and eventually was certified Platinum.

[5] The second single was "True", whose music video featured Taylor Cole, an actress from the TV show Summerland.

Cabrera's second album, You Stand Watching, was released on September 20, 2005, and it included his singles "Shine On" and "Photo".

Joining Ryan were celebrities including Colbie Caillat, Tyler Hilton, Chord Overstreet and Mark Ballas.

Each month Ryan chose a charity to benefit, one being City of Hope National Medical Center.

[21] He released a lyric video for his single "House on Fire" on November 3, 2014, on Artist Direct's website.

Formed in late 2015, Beyond the Sky is a musical conglomerate consisting of players, producers and vocalists from a multitude of genres.

[25] In 2005, Cabrera hosted the MTV series Score, in which contestants write and perform songs to vie for the heart of a guest on the show.

At the end of 2019, Cabrera began dating professional wrestler Alexis Kaufman, better known as Alexa Bliss.

[31] Nicholas Petricca, Joey Fatone, Jaret Reddick, Ryan Key, Secondhand Serenade, Jay Buchanan, Fabian Manzano, Debbie Gibson, Shawn Hook, Chris August, and Tyler Ward performed songs for the concert in addition to Cabrera himself.

Cabrera's wife Alexa Bliss, Chris Kirkpatrick, Lance Bass, Michael Strahan, and The Miz also appeared to voice support.