Zero to 50 Units in 4 Years (Financial Independence Cheat Code)

Real Estate Rookie

BiggerPockets

How To, Education, Business, Investing, Entrepreneurship

4.8 • 1.7K Ratings

🗓️ 22 September 2025

⏱️ 45 minutes

🔗️ Recording | iTunes | RSS

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Summary

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! Check out more resources from this show on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠BiggerPockets.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.biggerpockets.com/blog/rookie-617 Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠[email protected]⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	Welcome to the Real Estate Rookie podcast where we break down the steps you need to get your first, second, or maybe even your fifth deal.
0:13.0	I'm Ashley Care.
0:14.4	And I'm Tony J. Robinson.
0:16.0	And today we're bringing back one of our favorite guests, Jesse Dillon.
0:19.8	If you listen to her first episode, you know Jesse started investing in 2021 and
0:24.1	has scaled her portfolios to over 50 doors in just a few short years.
0:27.7	This time, we're digging deeper into exactly how Jesse went from rookie investor to
0:32.7	managing long-distant rentals, partnerships, and creative deals.
0:37.1	And we're going to find out what's
0:38.4	working right now in today's market. Jesse, welcome to the show. Thank you so much for joining us.
0:44.2	Yeah, thank you guys for having me back. I'm really excited to share everything that's unfolded
0:48.8	since my last episode. So last time we talked, you were starting to build momentum.
0:54.0	What has changed today and has really impacted you most about your investing strategy?
0:59.9	Honestly, I think what has changed was really just waiting for divine timing to unfold was huge. I think getting in the rooms with the right people who were doing what I want to be
1:12.2	doing is huge. Last time we talked, I think I had just gotten closed on my first larger multifamily,
1:20.4	which to me was large. It was 13 units. That was the biggest deal I did so far. And just recently, I closed on my 50th unit, which was my big,
1:29.9	scary goal last time we talked. I did take a long break in there. Thank you so much. I did have
1:37.0	a long break in there when I was just kind of planting seeds and waiting for everything to come to
1:43.1	fruition. But this year, everything really
1:46.5	kicked into gear. And this year alone, I went from 17 to 50 units. Wow, that's incredible.
1:53.3	So during that time frame, did you switch strategies at all or did you stay on course? I stayed so
1:59.7	laser focused. And I feel like that is a mistake a lot of
	...

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