Scaling Systems and Long-Distance Investing

Many rookies get into real estate investing to pursue financial independence, and going from single-family to multifamily investing can be a cheat code for reaching your financial goals even faster. Today’s guest had a goal of 50 rental units that she was able to achieve in just four years, and in this episode, she shares how she built her real estate portfolio so quickly!

Welcome back to the Real Estate Rookie podcast! Today, Jessie Dillon returns to the show to update us on her recent investments. Last time we spoke, Jessie had just closed on her fifth unit, but she has made huge strides since then—buying 33 units in the last year alone. How did she do it? Stay tuned and you’ll learn the keys to her rapid success, from the big pivot that helped her amass units faster to the real estate partnerships that have helped her buy bigger rental properties.

Jessie provides a clear roadmap that can take you from square one to achieving your long-term goals—maybe in as little as a few years. The best part? You can do it without a big bank account or any of the typical landlording headaches!

In This Episode We Cover

How Jessie scaled from zero to 50 rental units in just four years

Building your portfolio faster with multifamily real estate investing

How to find great real estate deals on the multiple listings service (MLS) in 2025

Must-have systems and processes for your real estate business

How to boost your buying power with real estate partnerships

And So Much More!

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