The #1 Portfolio Mistake Keeping You Broke (And How to Fix It)

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KevOnStage wanted to compete with Netflix. Then he had to shut down his own streaming platform. He joins Earn Your Leisure to explain what went wrong, what he learned, and how that experience helped open the door to his Tubi partnership. Rashad Bilal and Troy Millings sit down with KevOnStage for an honest conversation about the business behind the comedy. From posting three to four videos a day to building an audience that actually buys tickets, Kev breaks down how he turns attention into income and why owning his content matters. In this episode, we discuss: • Why his $5.99 streaming subscription was harder to sustain than he expected• How Safe Space and his audience helped him build his relationship with Tubi• The difference between having followers and having paying fans• How content ownership and licensing create opportunities to earn beyond the first release• How his wife helped him change the marketing for Successful Failure• His thoughts on Druski’s church comedy and the backlash• Why protecting his marriage helps him protect his focus and energy Kev also opens up about losing his brother and creating Grief Sucks, sharing how he uses comedy to honor his brother and connect with people navigating loss. What’s a business setback that taught you something success couldn’t? Share your experience in the comments. Chapters: 00:00 Mystique vs Money00:07 Content Speed Strategy00:31 Equity and Ownership00:48 Monogamy and Focus01:25 Earn Your Leisure Intro01:48 New York Bodega Talk02:21 Awards and Invest Fest03:19 Relatable Comedy Style04:05 Arbys Cheesesteak Review05:06 Daily Content Workflow12:36 How Much to Share14:54 Building a Creator Ecosystem16:53 From Plays to Internet Fame18:45 Funnel and Singles Approach20:46 Why Mystique Doesnt Work25:00 Book Launch Pivot28:23 Authenticity as Currency29:51 Tubi Partnership Tease29:56 Netflix Dreams Reality Check30:43 Pricing Cuts and Platform Fees31:36 Why the Platform Wasn’t Scalable32:10 Content Crunch and Free Trial Abuse33:51 Churchy Opens Doors at Tubi35:11 Building the Tubi Creator Partnership37:02 Drewski and Church Comedy Backlash40:03 Ownership IP and Long Term Wealth45:07 Grief Sucks Origin Story50:22 Tour Life and Healing Through Laughs53:24 Cracker Barrel Modernization Roast56:08 Monogamy as a Success Strategy01:02:01 Tour Dates and Final Sendoff Subscribe to Earn Your Leisure for more conversations about business, money, ownership, and building on your own terms. #EarnYourLeisure #KevOnStage #Entrepreneurship Subscribe and watch more videos here: https://www.youtube.com/@EarnYourLeisure Join the EYL community for deeper training and a more detailed approach:https://www.eyluniversity.com Join the number one stock club in the world:https://www.ianinvest.comSee omnystudio.com/listener for privacy information.

Subscribe and watch more videos here: https://www.youtube.com/@EarnYourLeisure Join the EYL community for deeper training and a more detailed approach:https://www.eyluniversity.com Join the number one stock club in the world:https://www.ianinvest.comSee omnystudio.com/listener for privacy information.

Subscribe and watch more videos here: https://www.youtube.com/@EarnYourLeisure Join the EYL community for deeper training and a more detailed approach:https://www.eyluniversity.com Join the number one stock club in the world:https://www.ianinvest.comSee omnystudio.com/listener for privacy information.

Subscribe and watch more videos here: https://www.youtube.com/@EarnYourLeisure Join the EYL community for deeper training and a more detailed approach:https://www.eyluniversity.com Join the number one stock club in the world:https://www.ianinvest.comSee omnystudio.com/listener for privacy information.

Subscribe and watch more videos here: https://www.youtube.com/@EarnYourLeisure Join the EYL community for deeper training and a more detailed approach:https://www.eyluniversity.com Join the number one stock club in the world:https://www.ianinvest.comSee omnystudio.com/listener for privacy information.

Subscribe and watch more videos here: https://www.youtube.com/@EarnYourLeisure Join the EYL community for deeper training and a more detailed approach:https://www.eyluniversity.com Join the number one stock club in the world:https://www.ianinvest.comSee omnystudio.com/listener for privacy information.

Tonight at 9 PM ET, Earn Your Leisure is going LIVE with a complete breakdown of how to start investing and build a strong foundation in the markets. We’re joined by Stephanie Del Rosario, Austin Haynes, and Daouda Hunter to walk through the fundamentals every investor should understand—whether you’re just getting started or looking to sharpen your strategy. We’ll cover stocks, ETFs, index funds, technical analysis, fundamental analysis, and how to evaluate investments. We’re also going deep into crypto and digital assets, including Bitcoin, crypto investing strategies, Bitcoin IRAs, and how digital assets can fit into a long-term portfolio. This is an investing masterclass designed to give you practical knowledge you can actually use. Join us LIVE tonight at 9 PM ET on the Earn Your Leisure YouTube channel and bring your questions. If you want to understand the markets, improve your investing knowledge, and learn how to make smarter financial decisions, you don’t want to miss this conversation. Chapters;00:00 Why Investing Matters01:10 How To Edition Intro02:12 Meet The Investing Club05:36 Investor Group Origins08:42 Crypto Tokenization 10115:37 Regulation Unlocks Adoption26:46 Picking Winning Crypto Tokens29:43 Crypto Cycles And Standards35:35 Staying Invested Through Volatility39:24 Freedom Number And Compounding42:12 Start Investing Early42:54 Volatility Versus Quitting43:37 Automate Your Investing45:49 Micron Pullback Lesson47:59 Invest Before Trading50:15 ASML Wake Up Call52:12 Steph Technical Toolkit55:23 Holistic Investing Framework56:31 ETF Diversification Myths58:13 Fundamentals Technicals Risk01:01:39 AI Earnings Research Workflow01:04:24 Discipline And Checklists01:10:22 Position Sizing Strategies01:14:56 Community Shoutouts Finale #EarnYourLeisure #Investing #Stocks #Bitcoin #Crypto #ETFs #IndexFunds #TechnicalAnalysis #FinancialLiteracy #WealthBuildingSee omnystudio.com/listener for privacy information.

Subscribe and watch more videos here: https://www.youtube.com/@EarnYourLeisure Join the EYL community for deeper training and a more detailed approach:https://www.eyluniversity.com Join the number one stock club in the world:https://www.ianinvest.comSee omnystudio.com/listener for privacy information.

Subscribe and watch more videos here: https://www.youtube.com/@EarnYourLeisure Join the EYL community for deeper training and a more detailed approach:https://www.eyluniversity.com Join the number one stock club in the world:https://www.ianinvest.comSee omnystudio.com/listener for privacy information.