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Streetsweepers Entertainment

Streetsweepers Entertainment is a U.S. music label associated with street-mixtape releases and the work of DJ Kay Slay.

Last updated August 26, 2026

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Overview

Streetsweepers Entertainment is a United States music brand identified in the available reference material as a label specializing in street mixtapes. Its documented public association is with Keith Grayson, the New York DJ and radio personality known professionally as DJ Kay Slay. The label name is closely connected to Kay Slay's broader Streetsweeper identity, which he used for recordings, radio programming, compilations, and releases centered on the New York and wider U.S. hip-hop scene. The available material does not establish a precise founding year, legal structure, ownership arrangement, headquarters beyond the United States, or a complete catalogue issued directly under the Streetsweepers Entertainment name. It does, however, place the brand within the mixtape and hip-hop compilation economy that helped circulate tracks, collaborations, and promotional material outside the conventional album-release system. This role typically emphasizes curation, artist visibility, exclusives, and the presentation of large casts of rappers rather than a narrowly defined consumer product line. Kay Slay's documented recording career provides the clearest context for the brand. His album The Streetsweeper, Vol. 1 was released in 2003, followed by The Streetsweeper, Vol. 2 in 2004. The first two albums were released by Columbia Records, so the available sources do not demonstrate that Columbia was the parent company of Streetsweepers Entertainment or that the label itself issued those albums. Kay Slay subsequently released The Champions: North Meets South with Greg Street in 2006 and More Than Just a DJ in 2010. Later projects included the Rhyme or Die material and the 2021 track Rolling 110 Deep, which featured a very large group of hip-hop contributors. The brand's apparent positioning was rooted in street-level hip-hop culture, DJ-led promotion, and the assembly of established and emerging performers. Kay Slay's radio and mixtape work made him a curator of competitive rap records, collaborations, diss-oriented material, and showcase tracks. The reference material also records his involvement with Hot 97 and a 2019 incident in which he broke Bronx rapper Bruse Wane's song Killa Soundboy during his Streetsweepers radio show. That item illustrates the confrontational, personality-driven character associated with the Streetsweeper platform, but it does not by itself establish a formal corporate action or a scandal involving the brand. Kay Slay died in New York City on April 17, 2022, after contracting COVID-19. Because the available sources do not document the label's operations after his death, Streetsweepers Entertainment's current activity and status remain unclear. The brand should therefore be treated as an incompletely documented music-label entity rather than assumed to be active or defunct.

History

The available reference material describes Streetsweepers Entertainment as a label focused on street mixtapes, but provides limited corporate history. Its public identity is strongly linked to DJ Kay Slay, the professional name of Keith Grayson, a Manhattan-born DJ who developed in New York's hip-hop and graffiti culture before becoming a prominent broadcaster, curator, and recording artist. The Streetsweeper name became particularly visible during Kay Slay's recording period in the early 2000s. His debut album, The Streetsweeper, Vol. 1, appeared on May 20, 2003, followed by The Streetsweeper, Vol. 2, on March 30, 2004. These releases used the Streetsweeper concept to present a broad roster of rappers and singers, reflecting Kay Slay's role as a host and curator rather than a conventional solo performer. The first two albums were released by Columbia Records; the available evidence does not establish Columbia as the owner or parent of Streetsweepers Entertainment. The projects included prominent collaborations and singles. Too Much for Me featured Amerie, Birdman, Nas, and Foxy Brown, while Who Gives A...Where You From involved Three 6 Mafia. The latter song and Kay Slay were also featured in the 2004 NFL Street video game. These releases helped define the Streetsweeper identity as a platform for commercially distributed hip-hop collaborations with a street-mixtape sensibility. Kay Slay continued releasing music after the initial Streetsweeper albums. His later discography included The Champions: North Meets South with Greg Street in 2006 and More Than Just a DJ in 2010. He also developed the Rhyme or Die project, with associated singles including 60 Second Assassins, The Kings of the Streets, About That Life, and Free Again. The available material records collaborations with artists such as Busta Rhymes, Twista, Jaz-O, DJ Khaled, DJ Drama, Fabolous, T-Pain, Rick Ross, Nelly, French Montana, Fat Joe, and 50 Cent. These projects illustrate the wider network and collaborative model surrounding the Streetsweeper brand, although the sources do not specify which releases were legally issued by Streetsweepers Entertainment. The label's cultural footprint also extended through Kay Slay's radio work. In 2019, during his Streetsweepers radio show, he broke Bronx rapper Bruse Wane's song Killa Soundboy, which featured Kay Slay protégé Papoose. The episode reflects the platform's connection to promotion, artist discovery, and the competitive presentation of rap music. It should not be classified as a formal scandal without additional evidence. In 2021, Kay Slay released Rolling 110 Deep, a track featuring 110 hip-hop artists. The unusually large collaboration reinforced the Streetsweeper tradition of assembling extensive casts from different generations and parts of hip-hop culture. In January 2022, Kay Slay was reported to be hospitalized after contracting COVID-19. He died in New York City on April 17, 2022, aged 55. The available sources do not document whether Streetsweepers Entertainment continued operating after his death, leaving the label's present status unresolved.

  • 2022

    Death of DJ Kay Slay

    [1]

    The death of Keith Grayson removed the central public figure associated with the Streetsweeper platform; subsequent label activity is not documented in the available material.

  • 2021

    Rolling 110 Deep

    [1]

    Kay Slay released a track featuring 110 hip-hop artists, one of the largest collaborative projects associated with the Streetsweeper identity.

  • 2004

    Release of The Streetsweeper, Vol. 2

    [1]

    The second Streetsweeper album followed, extending Kay Slay's compilation and collaboration format.

  • 2003

    Release of The Streetsweeper, Vol. 1

    [1]

    DJ Kay Slay released his debut Streetsweeper album, establishing the name as a platform for DJ-led hip-hop collaborations and street-oriented rap culture.

Products and positioning

A street-oriented hip-hop label and release platform emphasizing DJ curation, mixtapes, artist collaborations, and New York rap culture.

  • Music releases

    Street mixtapes

    The available reference material identifies Streetsweepers Entertainment as specializing in street mixtapes. These releases are understood as DJ-curated hip-hop projects designed to circulate songs, collaborations, and promotional material within rap audiences. A complete label catalogue is not provided, so individual titles cannot be reliably attributed to the company without additional documentation.

  • Hip-hop albums · 2003

    Streetsweeper-branded hip-hop albums

    The Streetsweeper name was used for DJ Kay Slay's major documented album projects, including The Streetsweeper, Vol. 1 and The Streetsweeper, Vol. 2. The albums featured many guest performers and presented Kay Slay as a curator and host. Both were released by Columbia Records, and the sources do not confirm that Streetsweepers Entertainment was their legal issuing label.

Sources1 sources

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