Beckett grew up in the Portland music scene, spending his teen years going to Elliott Smith, Death Cab for Cutie, and Modest Mouse shows.

A friend of Beckett's gave him Lucinda Williams' album Car Wheels on a Gravel Road, which influenced his writing style, though it was not until college that he became serious about music.

His version of Whitney Houston's "I Wanna Dance With Somebody" was featured in Grey's Anatomy, Supergirl, and in an ad for the Venice Film Festival.

His version of Ben E. King's "Stand by Me" was placed in the Lionsgate blockbuster film Power Rangers, Lethal Weapon on Fox, and Hawaii 5-0 on CBS.

[12] Melodic Magazine called it the ‘perfect fall album’, while Buzzbands commented that “Singer-songwriter Jordan Beckett is a craftsman whose folk-pop has a filmic quality.”[13][14] Other reviewers described the record as “an indie folk triumph, telling a story from start to end” featuring “ethereal guitar tones, atmospheric piano” and "ushering in a new era for Beckett’s music.”[15][16] The first single ‘Evergreen’ was released September 12, 2019 with Variance Magazine calling the song ‘captivating’ with others musing, "Bootstraps has a very unique sound that we can’t seem to turn away from... ‘Evergreen’ has a perfect vibe.“[17][18] The second single “Whenever You’re Around” was released with a music video featuring Alexandra Daddario and Erika Christensen.

It was directed by his friend and frequent collaborator Sam Jaeger who revealed, "Bootstraps music is just easy to build stories around...it's just feels right for simple, understated moments.

[20] American Songwriter called the song and video direction, ‘brilliant, introspective and ‘cinematic.’ Ear to the Ground concluded, “There’s a haunting humanity to the sound that Bootstraps produces on this track.

Bootstraps has received accolades throughout the music industry, including being named a Rising Star of 2013 by Amazon MP3[23] and being listed on elite top-10 Best Album of the Year.