Buying just one rental every two years can make you financially free —and by a lot. So many real estate investing influencers constantly talk about buying dozens, even hundreds of rental units to live your dream life and become a millionaire . But, as someone who’s been consistently investing , doesn’t own dozens of properties , and has made millions from real estate, I thought I’d do the math . Today, I’m going to show you how buying just one rental property every two (or even three/four) years...
Jun 05, 2026•31 min
This is arguably the best real estate investing loan on the market today . It funds the purchase , renovation , closing costs , and up to six months of mortgage payments , so you’re not on the hook when renovating a vacant property, all for 3.5% down. Today’s guest used it to put down just $9,000 on a house and, less than a year later , had $150,000 in equity . It changed his life and enabled him to become a real estate millionaire , even in an unaffordable market. Matt Porcaro (AKA The 203k Way...
Jun 03, 2026•37 min
Before building an entire real estate portfolio, Matthew Garland was laid off from the TSA . He went from searching for contraband in your suitcase to searching for jobs ASAP. He had no degree, no office job experience , but he was good at connecting with people. He got a job as a loan officer and was making money hand over fist. Then the market crashed , his savings dwindled , his credit score plummeted , and he even got foreclosed on . It was time to build something real. That’s when a rich cl...
Jun 01, 2026•53 min
There are six “green flags” most real estate investors completely miss , but can make them serious wealth. Any of these six will allow you to buy an undervalued investment property , increase its value (and rents) , and walk away wealthier than the other investors who simply glanced past it. The best part? These are often turn-offs for ordinary homebuyers , so your competition is even slimmer. Henry has been buying properties like these for years, and if he stumbles upon one with any of these si...
May 29, 2026•24 min
If you’re about to buy your first rental property , or are buying another , hear this . In today’s market, investors are growing more nervous before making a down payment on a property. That could be tens, or even hundreds of thousands of dollars you’ve worked for, and putting it in the wrong rental could set you back years to financial freedom . But if it’s the right property, you could fast-track your independence . So, how do you know which one is which? In this episode, Henry and I are shari...
May 27, 2026•35 min
Want to retire with rentals so you can buy back your time and travel the world ? Despite a successful 35-year engineering career, today’s guest was still financially dependent on her nine-to-five— until she pivoted to real estate investing . In just four years, she has bought four rental properties and left her W-2 job for good. When Sandy Lee’s 50th birthday arrived, she realized she wasn’t quite where she wanted to be in life . At a crossroads in her career and still needing at least another f...
May 25, 2026•48 min
What if, today, you could “buy” a $500K/year income stream ? You could replace your salary . You could become the boss immediately and reach financial freedom faster . It’s not a gimmick, it’s not a scheme, it’s something much more boring than that. In this episode, we’re talking about how to buy a business , especially small businesses , with Acquiring Minds ’ Will Smith . Will spends his days interviewing the overlooked, but highly profitable, business owners who do exactly what we’re talking ...
May 22, 2026•42 min
You’re looking online and seeing properties priced at $300K, $400K, $500K, or more. As a real estate investor, that won’t cut it. What if you could get a deeper discount —we’re talking $150K rental properties . Don’t think it’s possible? Henry has been getting deals just like this in 2026 , buying them, making upgrades, and walking into serious equity with way less money in. How does he find them? Today, we’re sharing the exact methods . This is how to find off-market properties priced well belo...
May 20, 2026•27 min
Nick Burke knew he wanted to invest, but in his high-priced New Jersey market , buying a cash-flowing rental property was close to impossible. He needed to find an affordable market , somewhere with population growth , equity upside , and houses below the $100K price point. He did it, but in a city, 99% of investors have completely written off arguably too soon. Now, Nick owns a rental property portfolio of seven houses , using the “BRRRR” method (buy, rehab, rent, refinance, repeat), to build a...
May 18, 2026•34 min
It’s the middle of Spring , traditionally the busiest time in the housing market . But this year…things have changed . The market isn’t following regular patterns; some new concerns and opportunities are emerging and starting to approach the horizon. Are real estate investors prepared for what’s about to come? We’re back with this month’s housing market update , going over everything from mortgage rates to foreclosures and housing crash risk, how long homes are sitting on the market , and a silv...
May 15, 2026•36 min
Are “ tenant-friendly ” states actually making investors richer? Ever since we started investing, people have always told us to invest in “landlord-friendly” states—places with quicker eviction laws, no or limited rent control , and fewer license requirements and fees. But most Americans will know that the top- appreciating markets like California, New York, Washington, and Hawaii are tenant-friendly . Are investors leaving money on the table by not investing in these more regulated markets ? To...
May 13, 2026•33 min
5 paid-off rentals vs. 15 rentals with mortgages . We get this question a lot: Should I pay off my rental properties or use the cash flow to keep scaling? Many investors believe you need a dozen or more rentals to become financially free. So, in today’s show, we’re going to show you the overlooked math behind having five paid-off rental properties , and whether it’s worth it to keep scaling to over a dozen doors. I’ve modeled out both scenarios (pay off rentals vs. buy more) to see which g...
May 11, 2026•38 min
5 paid-off rentals vs. 15 rentals with mortgages . We get this question a lot: Should I pay off my rental properties or use the cash flow to keep scaling? Many investors believe you need a dozen or more rentals to become financially free. So, in today’s show, we’re going to show you the overlooked math behind having five paid-off rental properties , and whether it’s worth it to keep scaling to over a dozen doors. I’ve modeled out both scenarios (pay off rentals vs. buy more) to see which gets yo...
May 08, 2026•25 min
Most Americans are worried about money. Paying the bills, having enough for retirement, and being able to afford emergency expenses . And, like many of us, you may have grown up in a household watching your own parents constantly worry or fight over finances . This is one of the crucial anxiety points of Americans—and rentals can change that. Today, Joel Larsgaard from the How to Money podcast shares his story about how rental properties , and just paying attention to his money, changed his worl...
May 06, 2026•43 min
Brett Hundley doesn’t want an employer or a nine-to-five job. Ever . At just 32 years old , he has already retired from one career and is now chasing the freedom and flexibility that real estate investing can provide . During his eight years as an NFL quarterback, Brett spent evenings after practice learning the ins and outs of real estate from teammates who had already discovered its wealth-building potential. Early on, he tried a little of everything— short-term rentals , new construction , an...
May 04, 2026•31 min
If you want to generate passive income with rental properties, reach financial freedom , and make the most money with the least stress, do not do any of these six things . There are six ways to fail at real estate investing in 2026 , and if you get even a couple of these wrong on your first or next deal, you could be out of the game for years to come. Trust us, we’re now dealing with five-figure emergency costs because we didn't follow the tips we’re sharing today. Both Henry and Dave have reach...
May 01, 2026•32 min
Struggling to find cash flow these days? You’re not the only one. Today’s guest built a portfolio of 50 rental properties before margins started getting thin, but one giant pivot changed everything—a pure cash flow play to complement the appreciation and tax benefits from his rentals . If you want cash flow, he’ll show you exactly where to find it! Today, Devon Kennard makes 12%-14% returns with an investing strategy that doesn’t involve tenants or toilets: private money lending . Better yet, he...
Apr 29, 2026•35 min
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 entir...
Apr 27, 2026•34 min
This is the worst real estate investing advice I’ve ever heard —and I KEEP hearing it. If you go on to any “real estate investing” TikTok page , they say the same thing: use other people’s money, wait for the crash, interest rates will go down…and that’s not even the worst of the advice. This type of real estate advice will make investors broke , put them in riskier positions, and stop them from retiring (early) with rental properties. I should know, I became financially free in just over a deca...
Apr 24, 2026•29 min
By buying just One Rental at a Time , Michael Zuber was able to replace his entire W-2 income , scale from one rental to four, then to over 80 rental units, go from paycheck to paycheck to becoming a real estate millionaire , and survive the Dot Com bubble, the 2008 crash, and the post-pandemic meltdown. And in today's show, Michael has two things to say: First, the average American won’t make it without becoming an investor . Second, there’s good news— this year will be horrible for everyone bu...
Apr 22, 2026•48 min
In 2021, Jesse Walters bought his first rental unit. Now, in 2026, he’s got a portfolio of around 30 rentals composed of small, affordable (mostly) multifamily properties that he’s getting killer returns on. Jesse did it even when mortgage rates were at 8%, even when home prices were flying up and subsequently correcting back down, and even when he didn’t know where he’d find the money to do it. So, how does someone with zero real estate investing experience scale from no rentals to close to 30 ...
Apr 20, 2026•40 min
The Iran War is already changing the housing market . Home sales have slowed, mortgage rates jumped back up, a reversal in crucial housing affordability is well underway—and we’re not done yet. Oil prices are causing interest rates to fly upward, and guess what? Gas prices might not go down for another year . Is this the nail in the coffin for the return to a healthy housing market? We’re getting into it all in April 2025’s housing market update . The implications of the Iran War are massive, an...
Apr 17, 2026•37 min
This is not 2008 all over again…but the discounts are looking similar. A “slow unwinding” is beginning. Ken McElroy , a multi-decade real estate investor, owner of 10,000 rental units , and one of the biggest names in real estate, is seeing discounts…big discounts . Certain investment properties are being offered to him at 80% off peak prices , and, in his own words, the “blood in the streets” is becoming visible . Now is the time for ready real estate investors to strike. We’re coming straight ...
Apr 15, 2026•45 min
After having her second daughter, high school math teacher Christle Stezskal had a choice to make—keep working for little pay and give up the time she had with her young children , or find another way to help provide for them. Her husband had just finished the personal finance classic, Rich Dad Poor Dad , and knew rentals were the right move—but Christle was only working with a teacher’s salary. She couldn’t buy $400,000 houses , let alone $300,000 or $200,000 houses. But $50K - $100K rental pro...
Apr 13, 2026•37 min•Ep. 1264
What happened to real estate investing ? From 2010 until 2022 everyone wanted to buy real estate. Fortunes were being made, cash flow was plentiful in many markets, and real estate seemed to only go up…until it didn’t. Now influencers are saying “real estate is dead,” some investors have given up on financial freedom , and many are taking a pause. But, if you ask any American if home prices will go up in the next ten years, they will reply “of course!” Is it the same with stocks, crypto , precio...
Apr 10, 2026•37 min
We’re selling off rental properties. Nope, that’s not clickbait; we’re actually getting rid of cash-flowing rental properties from our real estate portfolios . But why? And why now? Is there a market crash we fear is coming? Do we think this is the peak of real estate? Have we finally decided to listen to the social media doomers who keep telling us it’s another 2008? Not quite. Instead, our reasoning behind selling might make a lot more sense than you think. In fact, after you listen to this ep...
Apr 08, 2026•41 min
Five years ago, Martin Castro-Silva was working at a bank , earning $80,000 per year . Not a bad gig, but one thing was eating at him— he was missing the moments with his two kids , three and one years old at the time. It wasn’t until Martin picked up a pattern that everything changed— all his wealthy clients at the bank were in real estate , and one was willing to show him the ropes. So, using the limited savings he (and his mom!) had, he took a chance with zero investing experience . He knocke...
Apr 06, 2026•30 min
This is the most boring way to get rich with rentals . It’s not flashy, it’s not sexy, but it works—and it doesn’t even take that long to pull off. You don’t need to have hundreds of thousands of dollars saved up, investing experience, or dozens of rental properties. In fact, you can build over a million dollars in wealth with just four to five properties : no big apartment complexes, no complicated strategies, no sketchy financing. That’s what we’re all after, right? Boring ways to build wealth...
Apr 03, 2026•36 min
Few investors have gotten the real estate market as right as Brian Burke . He bought heavily discounted deals after 2008 , sold at the post-2020 peak, waited years to buy, and finally just made his next big move —taking down a profitable, large investment property for 50%+ off. If he’s finally getting back into the market, should you, too? Brian has owned thousands of rental units across dozens of apartment complexes, bought and sold 500+ single-family homes , and seems to innately know the time...
Apr 01, 2026•39 min
Six figures in cash flow per year from nine paid-off properties. That’s the definition of a small, powerful, profitable rental property portfolio. And today’s guest, Greg Roedersheimer , did it all within the last five years by buying the type of property every tenant truly wants. Back in 2007, Greg’s agent told him it was time to buy. Little did he know that in just a year, he would be unable to sell that property and would be forced to become an accidental landlord . 13 years later, after havi...
Mar 30, 2026•37 min
