[9][10] Around this time he began listening to artists such as Bob Dylan, Led Zeppelin[11] and James Taylor, which he'd later cite as personal influences.

Reeves began to get into musical recording at the end of high school, with his first CD being a self-produced album with a run of about 200 copies.

After graduating high school, he went on to attend college at the nearby University of Iowa but quickly dropped out due to a lack of interest.

These two albums, Makeshift Aircraft (2003) and Nervous Mind of Love (2004), were sold at his shows as well as on independent, online music seller cdbaby.com.

Reeves accepted and flew out to Los Angeles, California, with the intention of recording and coming back to Iowa.

[18][21] The lead single from the album, the Reeve's co-write "Bubbly", was a commercial success, reaching up to the top 5 on the Billboard charts.

[17][26] Kara DioGuardi became aware of Jason Reeves after the release of his album The Magnificent Adventures of Heartache and listened to the CD during a long car trip in Maine.

[3][27] DioGuardi and Reeves would end up working together on music, most notably co-writing the song "Terrified" which they would perform together on YouTube and Lopez Tonight.

[20] The song was later covered by Didi Benami on the ninth season of American Idol and Katharine McPhee for her second album Unbroken and featured vocals from Reeves.

[28] Songs from that and previous albums would also be featured on TV shows such as Army Wives and One Tree Hill around this time.

[20] Reeves also began touring nationally to support The Magnificent Adventures of Heartache with musician Tyrone Wells and others.

Months passed and Reeves was dropped from Warner Bros. Records following the aftermath of Tom Whalley leaving, but was allowed to keep his master tapes.

[4] On November 15, 2011, Reeves released another EP, Caged Birds Set Free, which hailed back to acoustic styles from The Magnificent Adventures of Heartache.

Reeves also continues to work as a co-writer, writing songs for such artists as Lenka,[15][26] Angel Taylor, Demi Lovato, The JaneDear Girls and the Japanese group Kimaguren.

[citation needed] Reeves released his new full-length album called Songs Are Silent Films on June 12, later than expected, on all digital retailers.

The first official single is called "More In Love With You" and features Nelly Joy, who formerly recorded under her real name Danelle Leverett as one-half of the JaneDear girls.

[37] Reeves released the single "Vintage" on April 21, 2015, from his newest project High Dive Heart, a pop duo consisting of himself and Nelly Joy, who formerly recorded under her real name Danelle Leverett in the group the JaneDear girls.