Gary Owen Gets Schooled on the Legendary “June 27th” Freestyle | DJ Screw & H-Town Culture 101 AdminDecember 7, 202507 views #FinancialFreedom #WealthBuilding #BlackWealth #Entrepreneurship Gary Owen just got a crash course in one of Houston’s most sacred cultural touchpoints: DJ Screw’s iconic “June 27th” freestyle. If you know, you know.… Read more
Gary Owen Reveals What Comedians REALLY Splurge On (And What Makes a Special Great) AdminDecember 1, 202507 views #FinancialFreedom #WealthBuilding #BlackWealth #Entrepreneurship Gary Owen gives an unfiltered look into the mind of a professional comedian—how he evaluates comedy specials, what details actually matter, and the one thing he… Read more
Gary Owen Shares Randy Moss’ Mindset Hack for Handling Losses | Success Habits of Elite Performers AdminDecember 1, 202509 views #FinancialFreedom #WealthBuilding #BlackWealth #Entrepreneurship NFL legend Randy Moss once told comedian Gary Owen a lesson that hits every high-performance leader: manage your emotions with intentional distance. In this clip, Gary… Read more
Gary Owen Reveals the $11/Hour Job That Made Him Feel RICH at 14 (You Won’t Believe It) AdminNovember 30, 202509 views #FinancialFreedom #WealthBuilding #BlackWealth #Entrepreneurship Comedian Gary Owen drops a hilarious—and surprisingly inspiring—story about his very first job at 14 years old. Before the fame, before the movies, Gary was grinding… Read more
Gary Owen Explains How His Reality Show Got Crushed by ATL & Insecure (Worst Timing Ever) AdminNovember 30, 202506 views #FinancialFreedom #WealthBuilding #BlackWealth #Entrepreneurship Gary Owen opens up about the disastrous timing behind his reality show’s release—and why it had no chance competing against two cultural juggernauts: ATL and Insecure.… Read more
Gary Owen Explains Why He NEVER Sells His Specials Outright (The Real Money Play) AdminNovember 30, 202509 views #FinancialFreedom #WealthBuilding #BlackWealth #Entrepreneurship Gary Owen breaks down the business strategy behind owning your own content—and why he prefers licensing his comedy specials instead of selling them outright. In this… Read more
Gary Owen Breaks Down the REAL First Date Budget Rules (Women Won’t Like This…) AdminNovember 23, 202508 views #FinancialFreedom #WealthBuilding #BlackWealth #Entrepreneurship Comedian Gary Owen keeps it all the way real on modern dating expectations—especially when it comes to how much a man should spend on the first… Read more
Gary Owen Explains the Business of Comedy: Door Deals, Specials, and Real Estate Money Moves AdminOctober 23, 2025013 views Comedian Gary Owen sits down with Jerome D. Love on the Black Money Tree Podcast to unpack the business of comedy—from door deals vs. guarantees and the real cost of… Read more
Gary Owen Reveals How He Structured His Deals in Past & How He Will Do Things Differently In Future! AdminOctober 23, 2025011 views The Comedy Business is a Business like any other, but for those that don’t understand it they can be taken advantage of very quickly. In an exclusive interview with the… Read more
Gary Owen Takes a Stand Against Cancel Culture:It’s Time for Some Unapologetic, Uncomfortable Comedy AdminSeptember 13, 2025011 views Get ready to laugh and cringe as I, Gary Owen, take on cancel culture and bring back the uncomfortable jokes you never knew you needed! Don’t miss my brand new… Read more