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Earn Your Leisure

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Earn Your Leisure
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  • Earn Your Leisure

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

    2026/06/18 | 1h 5 mins.
    TIMESTAMP:
    00:00 IRS Wake Up Call
    01:18 Meet Carlton Dennis
    03:05 From Fitness To Taxes
    05:40 Learning The Tax Plan
    07:34 What A Tax Plan Is
    09:38 Who The Tax Code Rewards
    11:01 Capital Gains And Losses
    13:12 LLC To S Corp Setup
    16:07 S Corp Vs C Corp
    18:14 Retirement And Key Dates
    21:48 Roth And Kids Payroll
    23:14 HSA And Car Write Offs
    25:44 Cost Seg And Short Term Rentals
    29:17 Augusta Rule Explained
    30:39 Audit Triggers And Omissions
    31:07 Audit Red Flags
    32:33 SALT Deduction Update
    34:12 Child Credits and Accounts
    36:58 Earners vs Owners
    38:18 Entity Structure Basics
    40:29 Delaware vs Wyoming
    42:21 California Billionaire Exodus
    44:09 LLCs for Liability
    45:27 Unrealized Gains Debate
    46:41 YouTube Growth Story
    49:05 Top LLC Write Offs
    50:21 Charity Foundation Strategy
    54:16 Income Shifting with C Corps
    56:49 Firm Model and Training
    01:02:50 Movie Tax Write Offs
    01:04:14 Timing Asset Purchases
    01:04:54 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, 2026
    Grab early bird tickets now: https://www.investfest.com
    See omnystudio.com/listener for privacy information.
  • Earn Your Leisure

    The Downside of Being in The NFL

    2026/06/17 | 12 mins.
    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.
  • Earn Your Leisure

    Give Your Child a 700 Credit Score

    2026/06/16 | 8 mins.
    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.
  • Earn Your Leisure

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

    2026/06/15 | 22 mins.
    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.
  • Earn Your Leisure

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

    2026/06/14 | 7 mins.
    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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About Earn Your Leisure
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
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