Steven “Megastar” Ragsdale began his journey in Chicago’s Jeffrey Manor and Englewood neighborhoods. Like many from these areas, he witnessed both the harsh realities of street violence and crime, as well as the joy, resilience, and sense of community that define these vibrant parts of the city.

A multi-faceted talent, Megastar is not only an accomplished artist, but also the CEO of Loud Money Music Group with distribution through ROCNATION Distribution. He is the award-winning host of BOSS TALK on My Radio Chicago, the owner and operator of Loud Money Music Radio, powered by the Fleet Radio Network, and a respected Fleet DJ Host & Reporter. In addition, he is a published writer for both Fleet Magazine (@thefleetmag.com) and Straight Official Magazine, and an established radio personality, media professional, and event host.

Megastar is also the lead moderator of the globally recognized Fleet DJ Zoom calls, which have featured some of the industry’s top talent including DJ Khaled, Cardi B, MC Lyte, and Tisha Campbell. He serves as Director of Artist Relations for the Good Vibes Music Fest, which travels across the United States.

A gifted poet and communicator, Mega has a natural ability to connect with people and talent from all walks of life. He not only nurtures rising stars under the Loud Money brand but also continues to create music himself. His discography includes two full-length albums, Food for Less and Empathy, along with numerous mixtapes and guest appearances. Throughout his career, he has collaborated with or shared the stage with industry heavyweights such as Rick Ross, Bobby V, Mya, Young Buck, Nas, Young Thug, Migos, Lil Wayne, Beanie Sigel, Plies, Bone Thugs-n-Harmony, Do or Die, Shawnna, Scarface, Too Short, Redman, Method Man, Project Pat, Twista, Soulja Boy, and many more — including the next generation of talent like Fendi Da Rapper, Tee Grizzley, Sada Baby, and NLE Choppa.

Megastar’s resume includes hosting major events such as Hyde Park Summer Fest and the African Fest in Chicago. He also served as a moderator for the MTV Music Awards in Newark, New Jersey, and the BET Music Awards in Atlanta, Georgia, made possible by ACE Magazine. His dynamic hosting and promotional work have taken him nationwide, with appearances in New Jersey, Atlanta, Houston, Minnesota, Orlando, and Ohio — and plans to expand internationally in the near future.

With a personal philosophy of “What has to be done, must be done — and must be done well,” Megastar has built a brand and reputation that speaks volumes. His commitment to excellence, tireless work ethic, and undeniable impact have earned him recognition as one of the most influential promoters and entertainers to emerge from Chicago.

He has been featured in numerous blogs and publications, including the national release of BornRich Magazine, and now holds a place of honor in the Hip Hop Museum in Chicago, celebrated as one of the city's foundational figures in the culture.

Steven “Megastar” Ragsdale continues to push boundaries, uplift others, and represent Chicago with a passion and professionalism that makes him not just a hometown hero, but a force in the entertainment industry.