#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.