Jessie Dillon
Real estate investor who scaled from three initial rentals to a 50-unit portfolio using partnership strategies and value-add multifamily investing; also a small-business owner operating a permanent makeup studio.
Best podcasts with Jessie Dillon
Ranked by the Snipd community
29 snips
Nov 3, 2025 • 36min
I Bought 3 Rentals Then Ran Out of Money…Now I Have 50 Units
Jessie Dillon, a real estate investor and small-business owner, shares her inspiring journey from burnout to building a 50-unit portfolio. She discusses how she transformed her three rental properties into a million-dollar equity through strategic partnerships. With her unique system for finding money partners, Jessie reveals how anyone can invest in real estate, even without initial capital. She emphasizes the importance of cash flow, professional property management, and long-distance investing while staying motivated through challenges.
13 snips
Sep 22, 2025 • 40min
Zero to 50 Units in 4 Years (Financial Independence Cheat Code)
Jessie Dillon, a dynamic real estate investor, scaled from zero to 50 rental units in just four years. She discusses how multifamily investments can accelerate financial independence. Jessie shares her strategies for building a strong buy box and attracting capital partners. She emphasizes the importance of structuring Joint Ventures and utilizing systems to manage long-distance properties effectively. With insights on asset management and her future pivot into self-storage, Jessie's roadmap offers actionable tips for aspiring investors.
