In this episode of High Stakes Deals, we sit down with Kendell Angeles, a young entrepreneur whose path into real estate started far from traditional. Kendall began his career in app development as a technical project manager at Walmart, where he gained early exposure to large-scale systems, strategy, and problem-solving.

While still an undergrad, Kendell made his first real estate move by purchasing a home—an experience that completely shifted his perspective once he sold it and realized the financial upside real estate could offer. That moment sparked a transition out of tech and into mortgage lending, where his background in accounting and numbers gave him a strong foundation to understand deals from the inside out.

From there, Kendell set his sights on real estate brokerage, following and learning from brokers at The Brokerage Guys and doing whatever it took to get his foot in the door. He shares honest conversations around self-doubt, betting on yourself, and why marketing and personal branding matter more than ever in today’s real estate world.

We also talk about his plans to continue buying property, expanding into nationwide deals, and building a long-term real estate career rooted in strategy, visibility, and execution. If you’re navigating a career pivot or trying to break into real estate from the outside, this episode delivers real insight.