Wealth Made Simple

Karlton Dennis

Wealth Made Simple is a podcast where host Karlton Dennis sits down with entrepreneurs, athletes, and creators to uncover their raw journeys toward financial success and personal transformation. Each episode delivers honest conversations packed with tax strategies, mindset shifts, and real-life stories that inspire listeners to build wealth with purpose.

Episodes

  1. 30/07/2025

    #5 - Josh Villareal | How a VA Loan Built My Real Estate Empire

    In this episode of Wealth Made Simple, host Karlton Dennis sits down with real estate investor and entrepreneur Josh Villareal to explore his incredible journey from military service to building a seven-figure coaching business. Josh shares how a chance Instagram DM sparked a deep friendship with Karlton, and how their early morning workouts became business masterminds in the steam room. He opens up about his humble beginnings, enlisting in the military at 17, and hustling through multiple business ventures—including marketing and dropshipping — before discovering his true calling in real estate. Josh reveals how he leveraged his VA loan benefits to buy his first property with $0 down, turning a duplex into a co-living space that now cash flows over $2,000 a month — while he lives there for free. He breaks down the co-living strategy, the renovation process, and how he used credit cards and family support to make the deal happen. The conversation dives into financial literacy within the military, why so many veterans overlook the VA loan opportunity, and how Josh is now on a mission to educate others through his fast-growing coaching program, which has helped hundreds of service members become real estate investors. The episode wraps with a candid discussion about entrepreneurship, mindset, and marketing. Josh and Karlton reflect on the power of discomfort, the importance of mentorship, and the lessons that come from failure and persistence. Whether you’re in the military, an aspiring real estate investor, or building your own business, this conversation is packed with actionable insights, heartfelt moments, and the kind of wisdom that only comes from experience.

    1h 6m
  2. 29/07/2025

    #4 - Jermaine Jones | From Homeless to Millionaire

    In this episode of Wealth Made Simple, Karlton Dennis sits down with Jermaine Jones, a self-made entrepreneur who built a multi-million-dollar tax business from the ground up — starting with nothing but a hotel room, two laptops, and a relentless drive to change his life. Jermaine opens up about his humble beginnings growing up in Orlando, the challenges he faced as a young father, and how he went from being unemployed and nearly homeless to running 28 tax offices across six states. Jermaine shares the pivotal moment that pushed him out of corporate America and into entrepreneurship — when he discovered the potential of the tax industry through a chance conversation. What began as a desperate leap of faith became a structured, community-driven business model that thrives without traditional advertising, relying instead on grassroots marketing, local relationships, and a focus on accessibility and trust. His story is not just about making money, but about reclaiming time, creating opportunities for others, and redefining what’s possible with limited resources. The conversation goes beyond business success and dives into the emotional and mental toll of rapid growth, financial freedom, and facing inner demons. Jermaine talks candidly about overcoming depression, battling alcoholism, and ultimately emerging stronger, with a renewed purpose to help others find financial independence. Whether you're looking for inspiration, practical advice, or proof that you can start where you are, this episode delivers a raw and honest roadmap to building wealth on your own terms.

    57 min
  3. 29/07/2025

    #3 - Vincent Fischer | Tax Secrets Every Entrepreneur Should Know

    In this episode of Wealth Made Simple, Karlton Dennis sits down with Vincent Fischer, a young entrepreneur who went from high school dropout to multi-six-figure business owner by building his fitness brand and mastering online marketing. Vincent shares how discovering Karlton’s early videos on taxes and wealth strategies helped shape his own journey toward success, and the two dive into the importance of communication, branding, and mindset in building a powerful online presence. Karlton breaks down essential tax strategies for business owners, emphasizing the distinction between W-2 earners and entrepreneurs in how income is taxed. He offers practical advice on when to consider forming an LLC or S-Corp, the power of leveraging business expenses, and how high-income individuals can use tools like oil and gas investments, real estate, and private family foundations to dramatically reduce their tax liabilities. He also shares insights into legal "loopholes" that are designed to reward entrepreneurship, wealth creation, and reinvestment — offering clarity to listeners who may be overwhelmed or misinformed about what’s possible. Beyond the financial strategies, the episode focuses heavily on mindset. Vincent and Karlton discuss how belief systems, often inherited from family or societal norms, can chain people to poverty. They advocate for adopting a "rich mindset," where challenges are met with solutions and setbacks become opportunities for growth. Through stories of overcoming doubt, building high-performing teams, and "crowning yourself" as a leader in your industry, this episode is both a masterclass in tax efficiency and an inspiring call to action for young entrepreneurs to own their voice, value, and vision.

    1h 6m
  4. 29/07/2025

    #2 - Eric Crutchfield | From Prison to Real Estate Success Story

    In this powerful episode of Wealth Made Simple, Karlton Dennis sits down with real estate developer and entrepreneur Eric Crutchfield, whose journey from prison to building an eight-figure development business is nothing short of remarkable. Eric opens up about his past, including serving seven years of a 10-year prison sentence for manslaughter, and how a single Tony Robbins book sparked a total transformation. His story is one of redemption, personal growth, and the relentless pursuit of a better life through real estate. Eric shares how he transitioned from flipping homes to spearheading multi-million dollar development projects, and the discipline it took to reinvest every dollar of his first $53,000 profit instead of spending it. The conversation dives deep into the mechanics of real estate development, risk-taking, delayed gratification, and the mindset required to go from rock bottom to building generational wealth. He also explains how he structures deals, raises capital, and mentors others—many of whom come from similarly difficult pasts. More than a story about business, this episode is about resilience, purpose, and the power of vision. Whether you're starting from scratch or looking to scale, Eric's journey will inspire you to bet on yourself, stay disciplined, and create your own opportunities. Don’t miss this candid and motivating conversation packed with real-world advice and entrepreneurial wisdom.

    51 min

About

Wealth Made Simple is a podcast where host Karlton Dennis sits down with entrepreneurs, athletes, and creators to uncover their raw journeys toward financial success and personal transformation. Each episode delivers honest conversations packed with tax strategies, mindset shifts, and real-life stories that inspire listeners to build wealth with purpose.

You Might Also Like