$130K In Debt... Then He Found Land Investing

In this episode of The Real Estate Investing Podcast, Ron Apke sits down with Thomas Cullen, better known online as ThomasBuysLand, to discuss his unconventional path into land investing.

After spending nearly a decade building businesses across industries including digital marketing, startups, consulting, crypto, and live events, Thomas finds himself at a financial low point with significant debt and a need to rebuild. Instead of chasing another complicated business model, he turns to land investing because of its simplicity, scalability, and ability to build something independently.

What follows is an honest conversation about entrepreneurship, resilience, and the realities of starting over. Thomas openly shares the mistakes, pivots, and lessons that shape his first few months in the land business, offering a refreshing level of transparency that many investors can relate to.

The episode also dives deep into Thomas’s first six months as a land investor, including how he transitions from assigning infill lots to builders into larger double close opportunities that dramatically increase his profits. He breaks down his marketing approach, the importance of sales and communication skills, and why consistency matters more than chasing the next shiny opportunity.

Along the way, Thomas shares valuable insights on handling sellers, building rapport, scaling marketing efforts, and learning from failures without losing momentum. For anyone looking to get started in land investing, or entrepreneurs searching for inspiration after a setback, this episode delivers practical advice and a powerful reminder that success often comes from staying focused long enough for the results to compound.

Watch the full episode here.