In 2022, he formed the rap duo Crook and Joell with former Slaughterhouse bandmate Ortiz; they have released three studio albums.

He also appeared on the soundtracks to movies such as Ride and Caught Up, where he collaborated with Snoop Doggy Dogg, Tha Eastsidaz, and The Luniz.

He did manage to release a mixtape along with Death Row's then in-house producer, Darren Vegas, called Westcoasanostra Vol.

[14] His internet presence and buzz would continue to grow, while he appeared on compilations such as Sway & King Tech's Back 2 Basics, and on fellow Treacherous Records label mate K. Young's debut album, Learn How To Love.

[16] Also Vibe magazine called Crooked I an "Internet Gorilla" on the cover of their August 2008 edition, when they interviewed him about his approach to marketing online.

2, and boasts guest appearances by Royce da 5'9", and Roscoe Umali, with production from DJ Felli Fel, Rick Rock, Komplex, and MG.

[18] Block Obama II was released on the day of the 2008 Presidential election, originally as a digital album for sale through iTunes, Amazon, Napster, Rhapsody, and other online retailers.

[19] Joe Budden reached out to Crooked I, Royce da 5'9", Joell Ortiz, and Nino Bless for a track titled "Slaughterhouse" on his digital release, Halfway House.

[16] Based on the reception of the track, they decided to form a super-group, minus Nino Bless, and named it after this song.

[20] The album features production from Alchemist, DJ Khalil, Mr. Porter, Streetrunner, and guest appearances from Pharoahe Monch, K. Young, and The New Royales.

[24] The EP also boasts guest appearances from Snoop Dogg, K. Young, M.O.P., The Horseshoe G.A.N.G., and of course fellow Slaughterhouse members, Joe Budden, Joell Ortiz, and Royce da 5'9".

Pig Face Weapon Waist LP in January 2010, Crooked I revised his priorities and announced Million Dollar Story, to be released in 2010.

It has 15 songs Wickliffe recorded while signed to the label, with guest appearances from Juvenile, Too Short, Kurupt, Danny Boy, Ray J, Sisqo, and others.

[27] On December 1, 2010, the first single for Crooked I's official debut solo album, Million Dollar Story was released on iTunes titled "Villain", which features Gracie Productions recording artist Sally Anthony.

[33] On November 17, 2011, Crooked I announced a new digital EP titled In None We Trust - The Prelude, is set to be released on December 13 and will include guest appearances from Jay Rock, Glasses Malone, Mistah F.A.B., Horseshoe G.A.N.G., Coniyac and K.

League, Jonathan Hay, Mike Smith, Sarah J, DJ King Tech, Aktive, Rick Rock and Tabu handled the production for the album.

[36] In May 2015, Crooked appeared on four songs "I Didn't Mean To Treat You Bad", "Ashamed", "Another Mirror" and "Groupie" from When Music Worlds Collide.

[37] In January 2016, Crooked I and Lazarus collaborated on the single "Fearless" in which they dissed politician Donald Trump and called him a racist.

The single included the verse: "Bunch of cowards scared to tell a racist like Donald to step on top of the Trump Towers and take the fast way down".

[38] In March 2016, Crooked appeared on three songs "Paradise" with Royce da 5'9", "Johnny College" and "Don't Close Your Eyes" from The Urban Hitchcock LP.

[40] KXNG Crooked features on the Intro track[41][42] of his brother's "Horseshoe Gang"'s upcoming album Anti-Trap Music" which will be released on the 29th April.

In March 2019, KXNG Crooked was featured in the song "Revenge"[45] (along with fellow Slaughterhouse member Joell Ortiz) on Cryptik Soul's album Killer's Blood.