Your Guide to Live Music in Upstate New York

Artists & Bands

38 Spesh

Rochester rapper/producer. Founded Trust Gang label. Architect of Upstate NY boom-bap revival. Frequent collaborator with Kool G Rap, Benny the Butcher, Conway the Machine.
Upstate Connection

Rochester-based rapper and producer. Founded the Trust Gang label in Rochester. Key figure in the Upstate NY hip-hop renaissance alongside Buffalo's Griselda.

38 Spesh is one of the central figures in the Upstate New York hip-hop renaissance — a Rochester-based rapper and producer whose dusty, sample-driven beats and tightly-written street narratives have positioned him as both a regional standard-bearer and an architect of the modern underground boom-bap revival. Operating largely outside the major-label system, he has built an independent career on craftsmanship, consistency, and an old-school commitment to the art of the sample.

Mixtape Era and Comeback

38 Spesh first emerged in the mid-2000s through New York mixtape circles, earning early attention by pairing with established DJs and street-rap tastemakers. Legal troubles briefly interrupted that arc, but he returned in the early 2010s — re-entering the scene during a broader resurgence of underground New York rap that was rebuilding around boom-bap production, classic East Coast lyricism, and a rejection of the dominant trap aesthetic. From a Rochester base — a city historically overshadowed by NYC in the hip-hop conversation — he became one of the figures who helped change that.

Trust Gang

Spesh built his independent business around the Trust crew and label (also styled Trust Army or Trust Gang), a platform for his own releases and a growing roster of affiliated artists. The label’s name reflects his ethos: self-reliance, ownership, and the belief that a working artist can build a real audience without the apparatus of major-label promotion. Through Trust, he has issued a steady stream of albums, mixtapes, and collaborative projects — many of them released directly to fans, often on physical formats that the modern independent rap scene has helped revive.

Boom-Bap Revival

His collaborations crystallized his profile through the late 2010s and into the 2020s. He produced and rapped on projects with Kool G Rap — a formative influence — and built deep partnerships with Buffalo’s Benny the Butcher, Conway the Machine, and the broader Griselda-adjacent ecosystem. Together with Griselda, 38 Spesh helped make Upstate New York — Buffalo, Rochester, and the corridor between them — one of the most respected centers of contemporary independent hip-hop. His own discography, including projects like 5 Shots, 38 Strategies of Raw, and his collaborative works with Benny the Butcher, is widely cited in hip-hop press for its consistency and ear for samples.

38 Spesh represents a quieter but no less important strand of the Upstate hip-hop story: the independent operator who builds the business and the catalog year by year, expecting no shortcut and asking for no compromise. Rochester has its rapper. He’s earned the city’s place in the conversation.

Key Achievements

Founded Trust Gang label in Rochester
Frequent collaborations with Kool G Rap, Benny the Butcher, Conway the Machine
5 Shots
38 Strategies of Raw
Key figure in Upstate NY hip-hop renaissance
National Impact

Quick Facts

CategoryArtists & Bands
Upstate ConnectionRochester
Active2000s-present
GenreHip-Hop