In this episode of Burning the Ships, I sit down with my friend Caleb Pearson, a Charleston-based real estate investor who’s built an impressive empire through brokerage, fix-and-flip, multifamily, and hard money lending.

Caleb shares his journey from selling 100 homes in his first 18 months, to flipping 75–100 properties a year, to building a diversified portfolio of multifamily and mobile home parks. We also dive into how he structures his lending fund, why mentorship has been the backbone of his growth, and how he’s learned to build small but powerful teams that drive results.

If you’re an entrepreneur or investor looking for inspiration on scaling smart, leveraging mentors, and keeping resilience at the core of your business, this conversation is packed with strategies and real talk.

Key Talking Points of the  ...