Earn Your Leisure

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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.

TIMESTAMPS: 00:00 Kris Kross Discovery01:10 Welcome Jermaine Dupri02:53 Longevity Staying Relevant06:08 Publishing Money Explained11:14 Pressure After Hits14:58 Finding Kris Kross16:33 Backwards Clothes Moment21:14 Atlanta Stigma and Press25:56 Masters Deals and Mentors29:20 Usher Without Signing30:25 Building Usher My Way30:52 Label Loyalty vs Crew Culture32:45 Signing Jagged Edge33:31 Becoming the Artist34:09 Kris Kross Writing Bootcamp36:34 Throwaways to Life 147237:37 Why So So Def Overlooked39:54 Youth Movement Legacy46:34 Making It With Jay Z49:19 Discovering Bow Wow55:56 Bow Wow Sparks 106 Park58:11 Writing for Bow Wow’s Identity59:51 Best Songwriter Year Debate01:01:16 Confessions Hit Streak01:01:36 My Boo Left Off01:01:55 Writing Confessions Story01:04:28 Concept Album Misread01:06:54 Singles And Video Choices01:08:20 Selling Music Catalogs01:10:56 Rights Reversion Explained01:12:36 Why Catalogs Cost More01:16:59 New Publishing From Samples01:18:51 Why Verzuz Fell Through01:20:44 Verzuz Strategy And Freestyles01:26:15 AI In Music Production01:29:10 Wrap Up And New Projects Jermaine Dupri joins Earn Your Leisure for a legendary conversation about music, business, and longevity in the entertainment industry.     #EarnYourLeisure #JermaineDupri #Usher #Confessions #SoSoDef #MusicBusiness #HipHop #RNB #BowWow #KrisKrossof the most iconic labels ever — JD breaks down the blueprint behind his decades of success. He also explains why songwriting became his superpower and how learning every side of the music business helped him stay ahead for over 30 years. In this episode, Jermaine Dupri shares untold stories about getting a $1 million publishing advance, selling millions of records while still being discredited because of his age, and why he treats music catalogs like real estate. He also breaks down how producers actually get paid, the real reason the Bad Boy vs So So Def Verzuz never happened, and why AI still can’t replace true creatives. The conversation also dives into major music debates, including whether Confessions is the greatest R&B album of all time, if there’s really such a thing as a bad deal, and why So So Def deserves to be considered a top 5 label ever. This episode is packed with timeless game for artists, entrepreneurs, and creatives alike. 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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.com #EarnYourLeisure #JermaineDupri #Usher #Confessions #SoSoDef #MusicBusiness #HipHop #RNB #BowWow #KrisKross #PodcastSee 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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.

TIMESTAMPS: 00:00 Job Loss Wake Up01:09 Welcome To The Show02:36 From Buffalo To DC04:55 Chocolate City Inspiration07:09 Bet On Yourself08:53 Engineering To Education11:07 Launching A Charter School11:32 Building Equity Now12:44 Money And Marriage14:19 Sponsor Break15:07 Literacy Vs Wellness17:47 Teaching Kids Investing20:57 Training Teachers Too24:58 Starting A School Process26:14 Raising 30 Million29:23 Deal Structure Lessons29:52 Charter Enrollment Reality31:12 Lottery Not Cherry Picking32:44 Award And Financial Curriculum33:54 Community Stewardship Model35:15 Autonomy And Charter Debate39:13 DEI Backlash Funding Fight41:41 School Day Phones And AI46:24 Charter Vs Private School50:56 Scaling Plans And Early Learning55:49 Invest Fest And Workshop59:35 Legacy Family And Closing     In this episode of Earn Your Leisure, we sit down with Shomari James to break down his journey from leaving his hometown to building a $30 million charter school and redefining what education can look like. From witnessing Black excellence in DC to making bold moves without fear, Shomari shares the mindset, strategy, and vision it takes to create real impact. He also opens up about building a nonprofit for protection, empowering his family financially, and why telling your spouse they can quit their job is one of the ultimate goals of success. We dive deep into the education system—charter schools vs public schools, whether charter schools are helping or hurting education, and what truly makes a school successful. Shomari explains how his school was built with 40% Black male educators, why financial literacy must start early, and how initiatives like custodial accounts and scholarships can change the trajectory of children’s lives. From teaching 5-year-olds about money to discussing uniforms, technology in classrooms, and the impact of losing DEI funding, this conversation is packed with game-changing insights for parents, educators, and entrepreneurs alike. #EarnYourLeisure #EYL #CharterSchools #FinancialLiteracy #EducationReform #BlackExcellence #Entrepreneurship #WealthBuilding #Investing #Nonprofit #PublicSchools #PrivateSchools #FinancialEducation #DEI #Business #Mindset #SuccessSubscribe  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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.

What REALLY makes a startup founder successful? We reveal the specific, borderline-crazy characteristics that venture capitalists look for before handing over millions of dollars. Learn why "founder market fit" is crucial, how to maintain a 5-year vision through the ups and downs, and discover the UNSEXY, traditional industries (like accounting and regional banking) that are ripe for massive technological disruption right now. 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.com Invest Fest | August 7-9, 2026 Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.

Shark Tank legend Robert Herjavec reveals the critical MINDSET SHIFT that separates struggling entrepreneurs from massive success stories. Sharing his powerful journey as an immigrant and an eye-opening conversation with Mark Cuban, Robert explains why operating purely out of fear and survival mode will eventually stall your business. Find out why discovering your true PURPOSE is the ultimate key to scaling past your first million. 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.com Invest Fest | August 7-9, 2026 Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.

Ready to start investing but don't know where to begin? We break down the EXACT step-by-step process to buy your first stock. From picking the right brokerage account (like Vanguard or Fidelity) to linking your bank and safely funding your account, this is the ULTIMATE beginner's guide. Stop leaving your money on the sidelines and learn how to actually execute a trade to start building wealth today! 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.com Invest Fest | August 7-9, 2026 Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.

19 Keys breaks down the terrifying and exciting reality of AI agents. Discover how to build a "Second Brain" using tools like Obsidian to automate your entire business workflow. AI isn't necessarily replacing humans—it's replacing SYSTEMS. Learn how to feed your data into autonomous agents so they can act as your personal 24/7 workforce. Are you prepared for the robotic economy? 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.com Invest Fest | August 7-9, 2026 Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.

Tim Cook has officially stepped down as Apple's CEO, marking the end of a legendary era in tech. We break down his massive impact taking Apple to a multi-trillion dollar valuation, address the criticisms surrounding a lack of recent innovation, and discuss the ONE question on everyone's mind: who will lead Apple next? Watch to find out what this monumental shift means for the market and your investments! 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.

00:00 No Blueprint Needed01:10 Reunion And Catch Up02:34 Growth And Systems04:23 Real Estate Hard Lessons07:36 Renovation Wins And Costs15:55 Scaling With 3PL19:20 AI For Data Decisions27:28 Shopify Pro And Support28:14 Team Changes And Loyalty29:23 Clipping Your Circle31:15 Leveling Up Credibility32:07 Persona Versus Boardroom34:11 Selling Your Company35:24 Monetizing Without Ads38:25 Documenting Growth On YouTube40:11 CEO Lessons Ignore Noise42:02 Pop Ups And Retail Plans44:22 New Ventures Feminine Care45:56 Podcast Reality Check47:37 Investing And Money Habits50:06 Atlanta Origin Story52:20 Raising Kids With Wealth01:01:50 Wrap Up And Where To Follow In this episode, Jayda Cheaves joins Earn Your Leisure to break down the real journey behind building the Waydamin brand—from costly mistakes to major wins. She shares how losing over $50,000 in earnest money became a hard real estate lesson, while Rashad opens up about his own $400K loss. The conversation highlights the hidden costs of homeownership and why it’s still worth it despite the setbacks.   They also dive into business, branding, and AI. Jayda explains how she saved over six figures using AI, why her perspective on it changed, and how tools like Shopify have helped her scale. From staying authentic to building a respected personal brand, she gives real insight into what it takes to grow and sustain a successful business.   The episode wraps with gems on mindset, environment, and legacy—covering everything from the impact of your circle to teaching entrepreneurship early and creating multiple streams of income. This is a must-watch for anyone serious about leveling up.   #JaydaCheaves #EarnYourLeisure #Entrepreneurship #RealEstate #AI #BusinessTips #WealthBuilding #FinancialLiteracy #Investing #PersonalFinance #BrandBuilding 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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.

Ms. Business break down the "Augusta Rule" for modern business owners. You are legally allowed to rent your primary home to your own company for 14 days completely tax-free. 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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.

The ultimate secret to generational wealth retention. Establishing a Private Family Foundation allows you to legally eliminate massive tax liabilities and secure your financial dynasty. 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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.

Ruthless wealth transfer rule used by the ultra-rich. Refusing to sign a prenuptial agreement means your heirs will get absolutely nothing from the family trust. 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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.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.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.