Financial Freedom in 11 Years Thanks to This “Perfect” Rental Strategy episode artwork

EPISODE · Mar 10, 2025 · 34 MIN

Financial Freedom in 11 Years Thanks to This “Perfect” Rental Strategy

from BiggerPockets Real Estate Podcast · host BiggerPockets

Imagine getting paid to buy rental properties. Well, it’s more than possible, and today’s investor proves it. After spending months looking for the “perfect BRRRR” property, Jon Kessler stumbled upon it and, through a series of fortunate events, got paid $50,000 to buy a cash-flowing rental property. And guess what? This wasn’t a one-time occurrence. Jon repeated this strategy multiple times to build his real estate portfolio with little money and reach financial freedom in just 11 years! So what is the “perfect BRRRR” strategy, and how can you repeat it to get paid at the closing table, just like Jon? Today, Jon is walking us through his decade-long real estate investing journey, starting with being tens of thousands of dollars underwater on his home in 2008 to getting paid to buy rental properties, building an off-market lead business, and eventually getting to his true goal: financial freedom and truly passive income. Jon faced a LOT of ups and downs. He started with zero investing experience, had non-paying tenants, a home with negative equity, and built his real estate portfolio all while working a full-time job and raising kids. Think you can’t invest in real estate in your situation? Jon will prove you couldn’t be more wrong! In This Episode We Cover: The “perfect BRRRR” investing strategy that pays YOU to buy rentals  Financial freedom in just a decade and why it’s still more than possible Why you should turn your primary residence into a rental property when you move out Working with wholesalers and how to score super underpriced real estate deals How Jon finds his off-market real estate deals and the method he uses to contact motivated sellers 100% passive income and what Jon is investing in now for more time freedom And So Much More! Links from the Show Join BiggerPockets for FREE Let Us Know What You Thought of the Show! Ask Your Question on the BiggerPockets Forums BiggerPockets YouTube Apply to Be a BiggerPockets Podcast Guest! Join the Future of Real Estate Investing with Fundrise PassivePockets Maximize Your Real Estate Investing with a Self-Directed IRA from Equity Trust Grab the BRRRR Book Sign Up for the BiggerPocket Real Estate Newsletter Find an Investor-Friendly Agent in Your Area BiggerPockets Real Estate 1072 - How to Make More Passive Income with Fewer Rentals (& ACTUALLY Retire Early) Connect with Jon (00:00) Intro (01:55) "Accidental” Landlord (04:59) Buying His First True Rental (08:05) Finding the BRRRR Method (12:28) Getting Paid to Buy Rentals (18:09) SUPER Underpriced Homes (21:36) Finding Off-Market Deals (25:06) Shifting to “Passive” Income (29:00) 100% Passive Investing Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/real-estate-1093 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

Imagine getting paid to buy rental properties. Well, it’s more than possible, and today’s investor proves it. After spending months looking for the “perfect BRRRR” property, Jon Kessler stumbled upon it and, through a series of fortunate events, got paid $50,000 to buy a cash-flowing rental property. And guess what? This wasn’t a one-time occurrence. Jon repeated this strategy multiple times to build his real estate portfolio with little money and reach financial freedom in just 11 years! So what is the “perfect BRRRR” strategy, and how can you repeat it to get paid at the closing table, just like Jon? Today, Jon is walking us through his decade-long real estate investing journey, starting with being tens of thousands of dollars underwater on his home in 2008 to getting paid to buy rental properties, building an off-market lead business, and eventually getting to his true goal: financial freedom and truly passive income. Jon faced a LOT of ups and downs. He started with zero investing experience, had non-paying tenants, a home with negative equity, and built his real estate portfolio all while working a full-time job and raising kids. Think you can’t invest in real estate in your situation? Jon will prove you couldn’t be more wrong! In This Episode We Cover: The “perfect BRRRR” investing strategy that pays YOU to buy rentals  Financial freedom in just a decade and why it’s still more than possible Why you should turn your primary residence into a rental property when you move out Working with wholesalers and how to score super underpriced real estate deals How Jon finds his off-market real estate deals and the method he uses to contact motivated sellers 100% passive income and what Jon is investing in now for more time freedom And So Much More! Links from the Show Join BiggerPockets for FREE Let Us Know What You Thought of the Show! Ask Your Question on the BiggerPockets Forums BiggerPockets YouTube Apply to Be a BiggerPockets Podcast Guest! Join the Future of Real Estate Investing with Fundrise PassivePockets Maximize Your Real Estate Investing with a Self-Directed IRA from Equity Trust Grab the BRRRR Book Sign Up for the BiggerPocket Real Estate Newsletter Find an Investor-Friendly Agent in Your Area BiggerPockets Real Estate 1072 - How to Make More Passive Income with Fewer Rentals (& ACTUALLY Retire Early) Connect with Jon (00:00) Intro (01:55) "Accidental” Landlord (04:59) Buying His First True Rental (08:05) Finding the BRRRR Method (12:28) Getting Paid to Buy Rentals (18:09) SUPER Underpriced Homes (21:36) Finding Off-Market Deals (25:06) Shifting to “Passive” Income (29:00) 100% Passive Investing Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/real-estate-1093 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

NOW PLAYING

Financial Freedom in 11 Years Thanks to This “Perfect” Rental Strategy

0:00 34:01

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

MG Show MG Show The MG Show, hosted by Jeffrey Pedersen and Shannon Townsend, is a leading alternative media platform dedicated to uncovering the truth behind today’s most pressing political issues. Launched in 2019, the show has grown exponentially, offering unfiltered insights, comprehensive research, and real-time analysis. With a commitment to independent journalism and factual integrity, the MG Show empowers its audience with knowledge and encourages active participation in the political discourse. French Your Way Jessica: Native French teacher founder of French Your Way Boost your French listening skills and test your comprehension with this one of a kind series of podcasts. Get the chance to listen to a real conversation between native speakers talking at normal speed AND customise your learning experience through carefully designed sets of questions (2 levels of difficulty) available for download at www.frenchvoicespodcast.com. All interviews also come with the transcript. French teacher Jessica interviews native speakers of French from around the world who share a bit of their life and passion. Where else would you meet in one same place a French yoga teacher based in Melbourne, a soap manufacturer from Provence, or a couple cycling around the world? That Hoarder: Overcome Compulsive Hoarding That Hoarder Hoarding disorder is stigmatised and people who hoard feel vast amounts of shame. This podcast began life as an audio diary, an anonymous outlet for somebody with this weird condition. That Hoarder speaks about her experiences living with compulsive hoarding, she interviews therapists, academics, researchers, children of hoarders, professional organisers and influencers, and she shares insight and tips for others with the problem. Listened to by people who hoard as well as those who love them and those who work with them, Overcome Compulsive Hoarding with That Hoarder aims to shatter the stigma, share the truth and speak openly and honestly to improve lives. The Small Business Startup School – Business Notes | Financial Literacy | Retail Psychology – For Professionals & Entrepreneurs The Small Business Startup School Inc. Starting or buying a small business? While personal circumstances may vary, business patterns remain timeless. On The Small Business Startup School, we explore strategies, insights, and practical solutions to help entrepreneurs confidently navigate their journey.Hosted by Ola Williams—a retail entrepreneur, fintech founder, and financial coach with over two decades of experience—this podcast marries financial awareness and retail psychology with optimism to deliver actionable takeaways.Join us to learn, grow, and connect as we uncover the keys to business success.Let’s continue to learn together and be encouraged to keep on connecting!

Frequently Asked Questions

How long is this episode of BiggerPockets Real Estate Podcast?

This episode is 34 minutes long.

When was this BiggerPockets Real Estate Podcast episode published?

This episode was published on March 10, 2025.

What is this episode about?

Imagine getting paid to buy rental properties. Well, it’s more than possible, and today’s investor proves it. After spending months looking for the “perfect BRRRR” property, Jon Kessler stumbled upon it and, through a series of fortunate events, got...

Can I download this BiggerPockets Real Estate Podcast episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!