[7] He frequently has releases under the alias "Dicky Ro" based on notable Greenwood resident Dick Rowland whose alleged affair with Sarah Page played a distinct and sensational role in inciting the white mob that carried out the 1921 Tulsa Race Massacre.
[4][8][9] Rolling Stone said of his style:[7]"He flows with cool confidence over producer Dr. View’s jazzy instrumental, promising to “paint pictures over rhythms, make your soul shiver” and then doing just that with a series of vivid similes: “Like a fresh pair of penny loafers with the polish on it, tell ’em keep on shining/Like a diamond on your pinky when you’re sipping pinot grigi’, tell ’em keep on shining.” It’s a charismatic performance, full of easy charm and unhurried wit.
"Grammy noted his ability to paint a scene:[10]"Steph Simon’s Born On Black Wall Street and Visions From the Tisdale supply residents and newcomers with audio roadmaps to help them navigate through every neighborhood within the city.
World Culture was primarily a hip hop focused music festival dedicated to local and regional acts with national headliners.
[11][8] The Tulsa World awarded Simon as a "Tulsan of the Year" in 2024 saying of his efforts to build the rap scene in Tulsa: "What was originally conceived as a way to give local musicians a chance to share their work with a larger audience has evolved over the years into the region’s largest hip-hop festival, featuring national and local musical talent, guest speakers and panel conversations, film screenings and other activities.