Reuben's next release, Hindsight (2002), continues his use of a wide variety of musical genres and thoughtful, often funny lyrics.

"[1] Once thought to be a Christian version of Eminem,[13] Reuben's first two releases established him as an original, witty, sarcastic musician, as well as Gotee's top-selling solo rap artist.

The Cynic (2005) continued Reuben's trek from the non-serious songs which characterized his earlier work to music that's far more somber and meditative.

[16] Reuben released his fifth album, Word of Mouth, on February 6, 2007 which took on more experimental characteristics, with the aid of Beck producer Joe Baldridge.

[17] Allmusic.com called Word of Mouth an "unqualified triumph" and said that "You won't find a truer, more honest, or more celebratory album this year.

[citation needed] Gotee Records released Reuben's sixth studio album, Sex, Drugs and Self-Control on December 22, 2009.

In 2010 a best of collection entitled Zappin was released, before Reuben entered an unannounced musical hiatus that would span until fall of 2016.

It was at this time that in anticipation of his next album, Reuben released two singles, "Old as Religion" on September 16,[19][non-primary source needed] and on December 9, a collaboration with Issac Ryan Brown and Aaron Cole, titled "Angel and Drums".

[21] The album stirred minor controversy for the inclusion of several curse words within the lyrics; Reuben quickly responded on Instagram and was unapologetic.