Earn Your Leisure

iHeartPodcasts
  • 4.9 (7.8K)
  • Investing
  • Updated Weekly

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. 20h ago

    Jay-Z's Warning The $6 Trillion Wealth Opportunity Most People Miss

    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 See omnystudio.com/listener for privacy information.

    20 min

  2. 2d ago

    How the Rich Avoid Paying Millions in Taxes: Wealth Secrets You NEED to Know w/ Karlton Dennis

    TIMESTAMP:00:00 IRS Wake Up Call01:18 Meet Carlton Dennis03:05 From Fitness To Taxes05:40 Learning The Tax Plan07:34 What A Tax Plan Is09:38 Who The Tax Code Rewards11:01 Capital Gains And Losses13:12 LLC To S Corp Setup16:07 S Corp Vs C Corp18:14 Retirement And Key Dates21:48 Roth And Kids Payroll23:14 HSA And Car Write Offs25:44 Cost Seg And Short Term Rentals29:17 Augusta Rule Explained30:39 Audit Triggers And Omissions31:07 Audit Red Flags32:33 SALT Deduction Update34:12 Child Credits and Accounts36:58 Earners vs Owners38:18 Entity Structure Basics40:29 Delaware vs Wyoming42:21 California Billionaire Exodus44:09 LLCs for Liability45:27 Unrealized Gains Debate46:41 YouTube Growth Story49:05 Top LLC Write Offs50:21 Charity Foundation Strategy54:16 Income Shifting with C Corps56:49 Firm Model and Training01:02:50 Movie Tax Write Offs01:04:14 Timing Asset Purchases01:04:54 Final Takeaways In this episode of Earn Your Leisure, tax strategist Karlton Dennis breaks down the wealth-building tax strategies that business owners, investors, and high-income earners use to legally reduce their tax burden and keep more of their money. Karlton explains everything from capital gains taxes, LLC structures, Delaware vs. Wyoming incorporations, cash balance plans, HSAs, cost segregation studies, rental property tax strategies, the Augusta Rule, vehicle write-offs, SALT deductions, child tax credits, retirement planning, and the most common mistakes that trigger IRS audits. He also reveals why understanding the tax code is one of the most important skills for building and preserving wealth. Whether you’re an entrepreneur, investor, real estate owner, or simply looking to become more financially intelligent, this conversation is packed with actionable insights that could save you thousands—or even hundreds of thousands—of dollars. Don’t miss this masterclass with Karlton Dennis on how the wealthy use the tax code to their advantage. #EarnYourLeisure #KarltonDennis #Taxes #TaxStrategy #WealthBuilding #BusinessOwners #Entrepreneurship #RealEstateInvesting #Investing #FinancialLiteracy #TaxPlanning #LLC #CapitalGains #IRS #PersonalFinance #WealthCreation #MoneyManagement #SmallBusiness #TaxSavings #FinancialFreedom 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 See omnystudio.com/listener for privacy information.

    1h 5m

  3. 3d ago

    The Downside of Being in The NFL

    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 See omnystudio.com/listener for privacy information.

    12 min

  4. 4d ago

    Give Your Child a 700 Credit Score

    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 See omnystudio.com/listener for privacy information.

    9 min

  5. 5d ago

    The Craziest Child Support Story You've Ever Heard! Proof That The System Is Broken

    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 See omnystudio.com/listener for privacy information.

    22 min

  6. 6d ago

    Jensen Said This Company Will Be Worth $1 Trillion! Is That Even Legal?

    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 See omnystudio.com/listener for privacy information.

    7 min

  7. Jun 13

    The 60/40 Portfolio Is Dying — BlackRock Just Revealed What's Next

    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 See omnystudio.com/listener for privacy information.

    28 min

  8. Jun 12

    Akon: Building an Empire, Funding Africa, and Why 'I Am the Fund' Changes Everything | EYL

    TIMESTAMPS:00:00 Contracts Feel Great01:16 Welcome and Catch Up03:02 Timeless Music Strategy04:39 Building and Selling Catalog07:03 Deal Equity and Renegotiation08:05 Why Contracts Turn Bad09:45 Thinking Like the Fund12:08 Africa Projects and Politics13:36 Outside Influence and Sacrifice15:35 Coastal City Opportunities17:34 Trade Drives Growth17:50 Afrobeats Goes Mainstream18:30 Beyond Sports And Fame19:34 AI Disrupts Music19:59 Building Khan GPT20:53 Language Divides Africa23:33 Tech Bridges Dialects24:30 Powering An AI Future26:00 Impressions Versus Sales28:53 Tour Data And Superfans31:43 Akon And Ne Yo Tour32:31 Album Tour Wrap Up Akon sits down with Earn Your Leisure and breaks down WHY your record deal isn't the problem, how he thinks about investing like NO ONE else in the music industry, the REAL reason Africa hasn't reached its full potential, and why billions of social media impressions matter more than first-week sales. Plus — his new album Beautiful Day, a 60-city world tour with Ne-Yo, and why he's building an AI company in Dubai targeting ALL African dialects. Topics Covered: Why bad contracts only feel bad when you're making money"I'm not thinking like a hedge fund — I AM the fund"Selling pieces of his catalog to fund an entire city in AfricaAfrica's REAL enemy (hint: it's not just colonialism)TikTok vs Billboard — which one actually mattersKhan GPT: Akon's AI built for Africa's 1,200+ languagesBeautiful Day album + 60-city tour w/ Ne-Yo 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 See omnystudio.com/listener for privacy information.

    33 min
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Hosts & Guests

4.9
out of 5
7,842 Ratings

About

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

Information

  • Creator
    iHeartPodcasts
  • Years Active
    2019 - 2026
  • Episodes
    1.5K
  • Rating
    Explicit
  • Copyright
    2026 iHeartMedia, Inc. © Any use of this intellectual property for text and data mining or computational analysis including as training material for artificial intelligence systems is strictly prohibited without express written consent from iHeartMedia
  • Show Website
    Earn Your Leisure

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