31: Scaling to 50 Doors with 1% Down: Jessie Dillon’s Journey to Work-Optional Living

In this episode, I talk with Jessie Dillon—a beauty salon owner turned real estate investor who’s on track to hit financial freedom just four years after buying her first rental. Jessie shares how she scaled to nearly 50 units using creative financing, house hacking, and capital partnerships—all while working part-time in her salon. We dive into mindset, money management, and her specialty: value-add multifamily deals in long-distance markets. Whether you’re just starting out or looking to scale with partners, this episode is full of wisdom, strategy, and real-life stories that will inspire and equip you. Let’s get into it!