
Earn Your Leisure
iHeartPodcasts
Welcome to The Earn Your Leisure Podcast. Rashad Bilal and Troy Millings will be your host. Earn Your Leisure will be giving you behind the scenes financial views into the entertainment and sports industries as well as highlighting back stories of entrepreneurs. We will also be breaking down business models and examining the latest trends in finance. Earn Your Leisure is a college business class mixed with pop culture. We blend the two together for a unique and exciting look into the world of business. Let’s go!! #earnyourleisurepodcast
- 1,528 episodes
- Updated Yesterday
Episodes1528

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April 30 · 1 hr 2 minAre Charter Schools Saving Kids… or Destroying Public Education? What Parents Need to Know 🎓
TIMESTAMPS: 00:00 Job Loss Wake Up 01:09 Welcome To The Show 02:36 From Buffalo To DC 04:55 Chocolate City Inspiration 07:09 Bet On Yourself 08:53 Engineering To Education 11:07 Launching A Charter School 11:32 Building Equity Now 12:44 Money And Marriage 14:19 Sponsor Break 15:07 Literacy Vs Wellness 17:47 Teaching Kids Investing 20:57 Training Teachers Too 24:58 Starting A School Process 26:14 Raising 30 Million 29:23 Deal Structure Lessons 29:52 Charter Enrollment Reality 31:12 Lottery Not Cherry Picking 32:44 Award And Financial Curriculum 33:54 Community Stewardship Model 35:15 Autonomy And Charter Debate 39:13 DEI Backlash Funding Fight 41:41 School Day Phones And AI 46:24 Charter Vs Private School 50:56 Scaling Plans And Early Learning 55:49 Invest Fest And Workshop 59:35 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, 2026 Grab early bird tickets now: https://www.investfest.com See omnystudio.com/listener for privacy information.
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April 29 · 5 minThe Winning Traits Every Successful Founder Has 💼
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.com See omnystudio.com/listener for privacy information.
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April 28 · 9 minRobert Herjavec on Mindset Shifts That Turn Entrepreneurs Into Millionaires
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.com See omnystudio.com/listener for privacy information.
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April 27 · 7 minHow to Buy Stocks (For Beginners)
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.com See omnystudio.com/listener for privacy information.
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April 26 · 7 minAI Agents Will Replace You Sooner Than You Think
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.com See omnystudio.com/listener for privacy information.
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April 25 · 4 minWhat Happens to Apple After Tim Cook Steps Down?
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.com See omnystudio.com/listener for privacy information.
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April 23 · 1 hr 2 minJayda Cheaves on $50K Real Estate Loss, Building a 7-Figure Brand, Motherhood & Cutting Her Circle
00:00 No Blueprint Needed 01:10 Reunion And Catch Up 02:34 Growth And Systems 04:23 Real Estate Hard Lessons 07:36 Renovation Wins And Costs 15:55 Scaling With 3PL 19:20 AI For Data Decisions 27:28 Shopify Pro And Support 28:14 Team Changes And Loyalty 29:23 Clipping Your Circle 31:15 Leveling Up Credibility 32:07 Persona Versus Boardroom 34:11 Selling Your Company 35:24 Monetizing Without Ads 38:25 Documenting Growth On YouTube 40:11 CEO Lessons Ignore Noise 42:02 Pop Ups And Retail Plans 44:22 New Ventures Feminine Care 45:56 Podcast Reality Check 47:37 Investing And Money Habits 50:06 Atlanta Origin Story 52:20 Raising Kids With Wealth 01:01:50 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, 2026 Grab early bird tickets now: https://www.investfest.com See omnystudio.com/listener for privacy information.
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April 22 · 9 minUnderstanding Taxes: Tips and Strategies for Minimization
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, 2026 Grab early bird tickets now: https://www.investfest.com See omnystudio.com/listener for privacy information.
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April 21 · 7 minStrategies to Retain Wealth: Mastering Tax Loopholes & Smart Investing
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, 2026 Grab early bird tickets now: https://www.investfest.com See omnystudio.com/listener for privacy information.
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April 20 · 6 minWhy Wealthy Families Demand Prenups
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, 2026 Grab early bird tickets now: https://www.investfest.com See omnystudio.com/listener for privacy information.
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April 19 · 7 minYour Money Is Losing Value Every Day?
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.com See omnystudio.com/listener for privacy information.
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April 18 · 6 minMissed the 2,800% Rally? This Might Be Your Second Chance
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.com See omnystudio.com/listener for privacy information.
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April 16 · 1 hr 30 minThis Man Turned Plastic Into Fuel… And It Could Save the World‼️ | Julian Brown
In today’s episode of Earn Your Leisure, we sit down with Julian Brown to discuss how one documentary sparked his journey into becoming a scientist with over 7 million followers. After learning that less than 1% of plastic is actually recycled, he made it his mission to solve the global plastic waste crisis. We break down pyrolysis—the process of turning plastic into crude oil—and how Julian built a microwave system in his backyard. He shares the challenges, from machine failures to going viral, and how he used content to fund and scale his innovation. Julian also opens up about his long-term vision to eliminate plastic waste, turning down major deals, and what it will take to bring his technology to the world. This is a powerful conversation on innovation, resilience, and changing the future. #EarnYourLeisure #JulianBrown #Pyrolysis #CleanEnergy #PlasticWaste #Innovation #Entrepreneurship #Sustainability 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.com See omnystudio.com/listener for privacy information.
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April 15 · 7 minThe WEALTHY Never SELL Their Best ASSETS
Financial experts explain why selling your stocks or home is a rookie mistake. Learn how to use debt to grow your empire instead of shrinking it. See omnystudio.com/listener for privacy information.
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April 14 · 8 minSECRETS Of The ONLY Black FEMALE CEO
TIAA CEO Thasunda Brown Duckett reveals the raw truth about what it actually takes to lead a $1.2 trillion company. Hint: It’s more than just hard work. See omnystudio.com/listener for privacy information.
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April 13 · 13 minThe Wealth Gap Is Getting Worse.. And It’s Not Slowing Down
The hard truth about the grocery bill: processed poison is costing you more in the long run than organic fuel. It’s time to re-evaluate your health as your greatest asset. See omnystudio.com/listener for privacy information.
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April 12 · 8 minHow to Scale Affordable Housing Development as a Small Team
Brandon Rule breaks down what it takes to go independent as a community developer — from the AHEC liquidity benchmarks ($1M cash, $5M net worth) to building strategic partnerships that let you scale. He shares how he's developing over 2,000 units across Wisconsin and Birmingham, including a $50M federal grant win for the Smithfield Court project — and how relationships with city leadership made it all possible. 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.com See omnystudio.com/listener for privacy information.
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April 11 · 7 minTop Stocks & ETFs to Buy NOW
A roundtable discussion where investors share their top stock and ETF picks in the current market climate. The hosts recommend blue-chip stocks like Microsoft, Apple, and Visa for safety, highlight recent buys including Nvidia, Google, Micron, and Netflix, and discuss ETFs like QQQ and XLK. They also touch on BlackRock launching a QQQ competitor (IQQ), note Waste Management as a recession-proof pick, and briefly address JP Morgan's bearish Tesla prediction. 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.com See omnystudio.com/listener for privacy information.
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April 9 · 1 hr 50 minShyne EXPOSES Diddy Fallout, Survived 10 Years In Prison, Music Comeback & Plans To Run Belize 🚨
In this powerful episode of Earn Your Leisure, we sit down with Shyne for one of his most in-depth conversations ever—covering music, politics, business, and personal growth. From his rise as a Bad Boy artist to becoming a political leader in Belize, Shyne breaks down the real story behind his journey, including losing his seat in what he calls a “coup d’état” and his vision to become Prime Minister. Shyne also dives into his time living in Israel, finding spiritual enlightenment, and his perspective on global issues like religious extremism, the Israeli-Palestinian conflict, and whether Caribbean nations should support Cuba despite political controversy. This is more than music—this is a conversation about leadership, power, and purpose on a global scale. On the business and music side, Shyne shares game about how Jay-Z influenced his approach to creating classic records, building leverage for a seven-figure deal, and securing publishing ownership early in his career. He also speaks on his relationships with Diddy and Mase, the motivation behind his success, and whether mature artists can still make impactful music today. Plus, he gives insight into Belize as an emerging investment destination and why going through every stage of the process is necessary to become a true CEO. This episode is packed with gems on culture, politics, music, and wealth building—don’t miss it. #EarnYourLeisure #Shyne #Belize #HipHopBusiness #BadBoyRecords #JayZ #Diddy #Mase #Entrepreneurship #Investing #GlobalPolitics #WealthBuilding #MusicIndustry #Leadership 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.com See omnystudio.com/listener for privacy information.