logo
episode-header-image
Jun 2023
51m 23s

776: $42K/Month in Cash Flow By Buying a...

BIGGERPOCKETS
About this episode

You’ve heard cash flow stories before, but NOTHING like this. We’ve talked to hundreds of investors that have flipped houses, bought apartment complexes, storage facilities, and more. But a high school? A high school rental property? Surely this has to be a first. If you want to know the pioneer behind this absolutely insane passive income project, look no further than Jesse Wig, who turned a dilapidated high school into a thirty-one-unit apartment building.

But before Jesse went on a literal wild ride through this high school, he faced defeats that would stop most investors in their tracks. After making just ten dollars per hour working under a flipper, Jesse tried to do his first deal himself, but things didn’t go to plan. He walked away from his first real estate deal in debt with a massive loss but decided to try again. Jesse learned quickly from his mistakes and started buying rentals in an up-and-coming area right outside of Pittsburgh, Pennsylvania. 

Through a brilliant investing tactic that we’ve never heard of before, Jesse was able to catapult and control his rental properties’ values, skyrocketing his personal wealth while bringing up an entire neighborhood with him. Soon after that, he found his off-market high school and, through some savvy partnerships and serious work, turned it into a cash cow unlike anything we’ve ever seen on the show. Jesse is about to school us on the right way to do real estate!

In This Episode We Cover

Turning a $100K high school into a $42K/month apartment complex 

What to do when your first flip or real estate deal becomes a huge flop 

The smartest way to shoot up your property’s value and boost your neighborhood’s desirability 

Unbelievable real estate conversion projects and why creative investing often has the most cash flow 

Raising private capital when doing large deals and why you NEED partners with skills you don’t possess 

Signs that your real estate agent might be the love of your life 

And So Much More!


Click here to listen to the full episode: https://www.biggerpockets.com/blog/real-estate-776

Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email advertise@biggerpockets.com.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Up next
Yesterday
2025 Long-Distance Investing Blueprint (Listen Before Buying)
Can’t make the numbers work in your local market? No worries—long-distance real estate investing is the natural next step. We’ve done it before, many times, and made the beginner mistakes, so you don’t have to. Now, we’re gearing up to do it again. Dave and Henry are heading out ... Show More
41m 2s
Jul 7
Replacing His Income with Rentals (in 3 Years!) by “Recycling” Money
In just three years, this investor scaled up to making over $100,000 per year thanks to real estate. He did it all starting in 2022 when interest rates were beginning to rise, the market was turning, and many investors decided to sit on their hands. Thanks to a strategy that allo ... Show More
40m 2s
Jul 4
How to Buy Real Estate Without Banks (Private Money Lending)
Can’t (or don’t want to) get a bank loan? We have another option for funding your real estate investments: private money lending! If your DTI (debt-to-income) is too high, you’ve maxed out how many mortgages you can get, or you need quick cash to finance a renovation, house flip, ... Show More
40m 14s
Recommended Episodes
Oct 2023
327: From Parents’ Basement to Full-Time Investor and $2,500/Month with ONE Rental w/Noah Sprimont
In just a few years, you can go from no cash flow or investing experience to owning a sizable real estate portfolio, with passive income flowing in and free rent, EVEN if you’re in your early to mid twenties. Not possible? Today’s guest would beg to differ.Welcome back to the Rea ... Show More
1h 1m
Jul 2022
201: Quitting Corporate to Build a 23-Unit Post-Pandemic Rental Portfolio w/Gus Ofili
The beautiful thing about real estate is that there is endless room for growth. While some jobs have a capped amount of opportunity, real estate encourages constant advancement. Today’s guest, Gus Ofili, began his investing journey after the pandemic and now has nine properties w ... Show More
1h 10m
Jan 2024
357: The $120K Investing Mistake YOU Can Avoid on Your Next Home Renovation w/Justin Noe & Nate Cherubini
There are ebbs and flows in every real estate investing journey, but not every home renovation project results in a six-figure loss! Fortunately, today’s guests learned one very expensive lesson so that YOU (hopefully) don’t have to!Welcome back to the Real Estate Rookie podcast! ... Show More
59m 25s
Jan 2024
355: $25K/Month from ONE Property Thanks to a $180K Discount & Creative Finance w/Dayna Hicks
Can’t fund your next rental property? Never let a little money get in the way of a great deal! When today’s guest didn’t have the cash to buy the property of her dreams, she negotiated a MASSIVE discount and used creative financing to get it across the finish line.Welcome back to ... Show More
56m 54s
Aug 2023
317: 7 Deals in 2 Years with HUGE Cash Flow: How to Grow Your Real Estate FAST w/Mackenzie Brogdon
Growing a real estate business with multiple rentals and HUGE cash flow…in just two years!? How do you get so many deals done in such little time? Simply by putting one foot in front of the other, today’s guest was able to create a sizable portfolio in no time—allowing her husban ... Show More
50m 30s
Jun 2023
294: No Money for Real Estate? 2 Side Hustles You Can Use to Fund Your First Deal w/Ava Yuergens and Josh Janus
Don’t have enough funds for real estate deals? Today, there’s no excuse. Beyond strategies that allow you to invest in real estate with no money down, you can always start a profitable side hustle and put the earnings towards your next deal.In this episode of the Real Estate Rook ... Show More
1h 1m
Aug 2023
313: The REAL Side of Real Estate: When Rehabs and Rentals Go Wrong w/Tyrin Tyson
No real estate investing journey is ever sunshine and rainbows, but some are certainly more difficult than others. Many rookie investors are either so fearful of making a mistake that they experience “analysis paralysis” or are so eager to own property that they rush into several ... Show More
1h 5m
Jun 2024
423: Making $15K/Year & Living with His Mom to 5 Deals in 5 Years with LOW Money w/Todd Fullerlove Jr.
You DON’T need a ton of money to find and fund real estate deals. Despite earning just $15,000 per year, today’s guest found the perfect property for him and scrounged the money to close. If you’re willing to learn, network, and put yourself out there, you can do the same! Todd F ... Show More
47m 50s
Jun 2024
421: Turning a “Failed” Property Into a $7K/Month Rental by Doing THIS Instead w/Kayley George
A rental property that doesn’t cash flow can be a nightmare for new investors. But when the numbers no longer work, remember that not all is lost. Pivoting to another investing strategy can help save your property and get you right back in the green! Welcome back to the Real Esta ... Show More
48m 13s
May 2023
407: 8 Rentals in 8 Years and Unlocking MASSIVE Tax Breaks with One Career Move
Think it might be too late for you to enjoy the spoils of real estate investing? Well, you’d be wrong! Regardless of age, background, or financial circumstances, it’s never too late to switch careers and become a real estate investor. Just ask today’s guest!In this edition of the ... Show More
58m 38s