{"podcast":{"title":"BiggerPockets Real Estate Podcast","slug":"biggerpockets-real-estate-podcast-955196","podcast_index_feed_id":955196,"rss_url":"https://feeds.megaphone.fm/BIGPOC7198720365","website_url":"https://www.biggerpockets.com/podcasts/real-estate","image_url":"https://megaphone.imgix.net/podcasts/a0056de4-8246-11ed-be56-8711b4da4cb7/image/047259b682097577234559cdac68c8c4.jpg?ixlib=rails-4.3.1&max-w=3000&max-h=3000&fit=crop&auto=format,compress","author":"BiggerPockets","episode_count":1333,"summary":"Want financial freedom through real estate investing? Then the BiggerPockets Real Estate Podcast is for you. Sit down every Monday, Wednesday, and Friday with Dave Meyer, the Head of Real Estate at BiggerPockets, as he uncovers tried and true tactics and shares candid conversations with real estate investors who are building wealth in today’s market. Join Dave to walk through deals that went right (and wrong) and learn the strategies you can deploy—start growing your side income today to take control of your financial future.","last_synced_at":"2026-07-17T20:18:16.603785+00:00","page_url":"https://stenobird.com/podcast/biggerpockets-real-estate-podcast-955196"},"episode":{"title":"He Bought His First Rental at 20. Now at 29, He Cash Flows $20K/Month.","slug":"he-bought-his-first-rental-at-20-now-at-29-he-cash-flows-20k-month","published_at":"2026-04-27T11:00:00+00:00","page_url":"https://stenobird.com/podcast/biggerpockets-real-estate-podcast-955196/he-bought-his-first-rental-at-20-now-at-29-he-cash-flows-20k-month","show_page_url":"https://stenobird.com/podcast/biggerpockets-real-estate-podcast-955196","url":"https://www.podtrac.com/pts/redirect.mp3/pscrb.fm/rss/p/tracking.swap.fm/track/p5fhOfGH2wHmde5UefB4/traffic.megaphone.fm/BIGPOC5486808685.mp3?updated=1777288240","audio_url":"https://www.podtrac.com/pts/redirect.mp3/pscrb.fm/rss/p/tracking.swap.fm/track/p5fhOfGH2wHmde5UefB4/traffic.megaphone.fm/BIGPOC5486808685.mp3?updated=1777288240","summary":"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. In This Episode We Cover How to buy your first rental, even if you’re young, and even if you have little money The partnership every new investor should look for to keep growing An expensive lesson Jefferson learned on his second real estate deal (huge renovation) Is dropping out of school worth it to invest in real estate? Why Jefferson did it Why you should always make a low offer even if it doesn’t get accepted (at first) The secret to scaling faster when you want to buy more than one rental per year And So Much More! Check out more resources from this show on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠BiggerPockets.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠…","meta_description":"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 p…","key_points":[],"chapters":[],"topics":[],"duration_seconds":2042,"processing_state":"not_requested","actions":[{"name":"request_transcript","method":"POST","url":"https://stenobird.com/v1/public/podcasts/biggerpockets-real-estate-podcast-955196/episodes/he-bought-his-first-rental-at-20-now-at-29-he-cash-flows-20k-month/transcription-requests","description":"Idempotently request low-priority transcript generation for this episode."},{"name":"read_markdown","method":"GET","url":"https://stenobird.com/podcast/biggerpockets-real-estate-podcast-955196/he-bought-his-first-rental-at-20-now-at-29-he-cash-flows-20k-month.md","description":"Read the agent-friendly Markdown representation of this episode resource."}]}}