[1] Gunn is recognized as one of the faces of the underground 2010s grimey boom bap resurgence, juxtaposing vivid narratives of street life, high fashion, and sample-heavy production.

[3] Gunn was inspired to revitalize his career by the shooting of his brother Conway that same year, which left him with permanent disabilities, as well as by the 2006 murder of his cousin Machine Gun Black.

[2] Over the next few years, Gunn released a steady stream of mixtapes and EPs, including multiple sequels to Hitler Wears Hermes, on the Griselda label.

Shortly after signing with Shady Records, Westside released Flygod Is Good... All the Time, as a collaborative EP with producer Mr.

[13] On October 13, 2023, Westside Gunn released his fifth studio album And Then You Pray For Me with features from AA Rashid, JID, Conway the Machine, Benny the Butcher, Stove God Cooks, Rick Ross, Giggs, Ty Dolla Sign, Keisha Plum, Denzel Curry, Boldy James, EST Gee, Jeezy, Peezy, Rome Streetz, and KayCyy.

He maintains friendships with wrestlers Parker Boudreaux, Lio Rush, Finn Bálor, Bianca Belair, Montez Ford, Montel Vontavious Porter, Sonjay Dutt, Daniel Garcia, and Myron Reed.

When asked who were his top 5 wrestlers on fellow rapper Smoke DZA's "Personal Podcast", he stated "It always changes but Hulk Hogan, The Rock, Bret Hart, The Undertaker and Chris Benoit".

Artists such as Conway The Machine, Benny The Butcher, AA Rashid, Keisha Plum, Stove God Cooks, Armani Caesar, Rome Streetz, Boldy James, Estee Nack, as well as producers Daringer, The Alchemist, Conductor Williams, Beat Butcha, DJ Muggs, JR Swiftz, SadhuGold, Camoflauge Monk, and Denny Laflare make up Gunn's go to collaborators.