The album also includes guest appearances by Jagged Edge, T-Pain, Chris Brown, The-Dream, Mýa, Ashanti, Trey Songz, Lil Wayne, Fabolous and more.

[7] On November 1, 2019, Tory Lanez announced the album's release date with Ashanti on the cover art.

[9] On November 8, 2019, he released the lead single of the album, "Jerry Sprunger" featuring T-Pain, accompanied by a music video.

[14][15] After the album's release, "The Take" featuring Chris Brown debuted at number 66 on the Billboard Hot 100 chart.

[14] "Beauty in the Benz" featuring Snoop Dogg debuted at number 87 on the Billboard Hot 100 chart.

[14][15] In addition, "The Trade" featuring Jagged Edge and Jermaine Dupri managed to peaked at number one on the US Bubbling Under the Hot 100 chart.

[17] Chixtape 5 debuted at number two on the US Billboard 200, earning 83,000 album-equivalent units, (including 9,000 copies as pure album sales) in its first week.