I Bought My First Rental at 20. Now at 29, I Make $20K/Month.

Episode #1270 Baselane: Automate your real estate finances with banking and AI-powered bookkeeping. Claim your $100 bonus! https://www.baselane.com/lp/bigger-pockets/?utm_source=bigger_pockets&utm_campaign=bigger_pockets&utm_medium=YT-M *At 20 years old, Jefferson Simmons was kicked out of his frat house.* The entire property was getting remodeled, so he and 47 other college kids needed a place to live. Time to rent…right? After being discouraged by the rentals in his area, he *switched his Zillow tab from “Rent” to “Buy”* and saw a *$250K house for sale.* *He was a sophomore in college. Could he really buy his first house?* Thankfully, he had been *saving up for tuition* since high school, but an *academic scholarship* now put the entire down payment in his hands. He pitched his parents on cosigning, and next thing you know, he was *renovating a basement to fit as many frat friends as possible.* Now, *just nine years later, Jefferson is financially free,* with a rental portfolio generating *$20,000/month in cash flow,* all before the age of thirty. Today, Jefferson shares why he ditched law school to invest, the *one thing that helped him scale his portfolio way faster,* and how he’s consistently found *underpriced deals* that give him stellar returns. Episode Show Notes: https://lnk.to/biggerpocketsYT Join BiggerPockets for FREE 👇 https://www.biggerpockets.com/signup?utm_source=owned_media 🎉Join us at the BiggerPockets Conference October 2-4 in Orlando. Buy tickets: https://biggerpockets.com/bpcon2026 Let Us Know What You Thought of the Show! https://www.BiggerPockets.com/Podcastfeedback Grab _The Book on Investing in Real Estate with No (and Low) Money Down_ : https://store.biggerpockets.com/products/investing-in-real-estate-with-no-and-low-money-down?utm_source=owned_media Sign Up for the BiggerPockets Real Estate Newsletter: https://www.biggerpockets.com/email-subscribe?utm_source=youtube&utm_medium=description&utm_campaign=none Find an Investor-Friendly Agent in Your Area: http://biggerpockets.com/agentmatch 5 Things College Students Can Do Right Now To Reach Financial Freedom Faster: https://www.biggerpockets.com/blog/things-college-students-can-do-to-reach-financial-freedom?utm_source=youtube&utm_medium=description&utm_campaign=none Connect with Jefferson: https://www.biggerpockets.com/users/jeffersons12?utm_source=youtube&utm_medium=description&utm_campaign=none Connect with Dave: https://www.biggerpockets.com/users/davem27?utm_source=youtube&utm_medium=description&utm_campaign=none 00:00 Intro 01:16 First Rental at 20! 05:28 Cash Flowing in College 06:35 Out of Money…Now What? 10:32 Sponsor: Baselane! 11:27 $200,000 Renovation (SECOND Deal) 14:12 Dropping Out of Law School 16:14 Look for These Deals Now 20:12 Selling Stocks for Single-Family Rentals 22:51 Current Portfolio 24:05 Secret to Scaling Faster? 28:37 Best Real Estate Resource