Boston Real Estate Investors Association

He Bought 50 Rentals, Then Stopped to Do This (Makes $5,000/Month Per Deal)

He Bought 50 Rentals, Then Stopped to Do This (Makes $5,000/Month Per Deal)

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 […]

He Bought His First Rental at 20. Now at 29, He Cash Flows $20K/Month

He Bought His First Rental at 20. Now at 29, He Cash Flows $20K/Month

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 […]

She Bought 3 Properties in 3 Years: Now She’s Refinancing (Here’s Why)

She Bought 3 Properties in 3 Years: Now She’s Refinancing (Here’s Why)

Is now a good time to refinance your mortgage? If you bought a rental property in the last few years, you may be watching mortgage rates and waiting for the next best opportunity to refinance. But how does the process work, how much does it cost, and when should you pull the trigger? Today’s guest […]

He Bought After 2008, Sold at the Peak, and JUST Bought Again

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 […]

How This 22-Year-Old Bought a Duplex with 5% Down and Zero Experience

He had no money, no experience, and no idea how to renovate a house… but he still pulled off two real estate deals by 22. Welcome back to the Real Estate Rookie podcast! Today’s guest, Steele Evangelisti, shares how he went from a 16-year-old stock dabbler to a full-time W2 employee buying a duplex right […]

I Bought My First Rental in 2021, Now I Have 19 and Replaced My Salary!

I Bought My First Rental in 2021, Now I Have 19 and Replaced My Salary!

This high school football coach grew a real estate side hustle over the past four years that now replaces his W2 income. He did it making a median salary, all while working his full-time job and raising his family. He didn’t use flashy methods, risky strategies, or constant cold calling. Starting with around $30,000, Lamontis […]