The Wisconsin Investor
Each week, we bring you interviews with some of Wisconsin's top real estate investors who share their tips, tricks, and strategies that you can implement right away. This show is dedicated to helping Wisconsin real estate investors elevate their game. Along with interviews, I'll also dive into hot topics in solo episodes and feature experts from various real estate sectors across Wisconsin.
Episodes
📉 Tired of the 9-to-5 grind? This episode of The Wisconsin Investor Podcast features Eric Nelson, a former 20-year corporate employee who walked away from his job at US Cellular — and flipped his first house for a $35,000 profit in just 70 days.
🎙️ In this inspiring interview, Eric breaks down:
- How he turned a severance package into a real estate business
- The foundation problem flip that scared away other investors...
What if you could buy real estate, pull all your money back out, and still build long-term wealth? That’s the power of the BRRRR method — and in this episode, Corey breaks it all down.
From one college rental to 700+ units, Corey shows how Buy, Rehab, Rent, Refinance, Repeat can be your path to financial freedom, even with today’s interest rates.
Inside this solo episode:
- How a $300K property can build $200K–$450K in...
🎙️ How Scott Carson Bought $1 Billion in Distressed Debt — And Helped Homeowners Along the Way
Ever wondered how to become the bank and earn double-digit returns—without swinging a hammer or flipping houses?
In this episode of The Wisconsin Investor, we sit down with Scott Carson, founder of WeCloseNotes.com, who shares how he's purchased over $1 billion in distressed debt and created win-win outcomes for struggli...
From College Rental to 700+ Units: How Ryan Gray Built a Real Estate Empire in Just 7 Years
What happens when you take massive action, skip the fluff, and build powerful local relationships? You get Ryan Gray — a Wisconsin-based investor who scaled from a single college house to over 700 multifamily units and 15 group homes in just seven years.
In this episode, Ryan shares how he launched Stable Living, an assisted livi...
What does it look like when a full-time cop and a transaction coordinator on the iBuyWI team decide they’re done waiting for retirement?
Andy Lade and Vanessa Ring are a Wisconsin couple flipping their way to financial freedom, while working full-time, and figuring it out as they go.
In this episode, you’ll hear how they went from zero experience to confidently managing multiple flips and rental prop...
New Tax Law Just Changed Everything for Real Estate Investors
The “Big Beautiful Bill” just rewrote the tax code—and if you're a real estate investor, you need to know what changed. In this episode, tax strategist Kaden Hackney breaks down the biggest updates, including 100% permanent bonus depreciation, massive cost segregation advantages, and Opportunity Zone extensions that can help you build wealth tax-f...
How Wyatt Powell Bought 4 Properties in 2 Months—From 2,000 Miles Away | The Wisconsin Investor Podcast
Can you build a real estate portfolio without even living in the same state? Wyatt Powell did exactly that—locking in four properties in just two months while living in Scottsdale, Arizona and investing in Wisconsin.
In this episode, Corey and Wyatt break down:
- 🔁 How the BRRRR strategy creates infinite returns (wi...
What if you could scale your real estate business using AI — without writing a single line of code?
This week, we sit down with John “Big Money” Maxi, a full-time data scientist managing 21 rental doors, who’s using custom GPTs and AI tools to streamline his real estate systems, boost decision-making, and replace the need for a team.
From building a virtual board of advisors powered by legends like Kiyosaki and Cardone,...
What if you could invest in real estate without dealing with tenants, toilets, or day-to-day headaches?
In this episode, Dr. Kate Gress shares how she’s transitioning out of her 26-year chiropractic career by building a scalable real estate syndication business.
Kate breaks down how syndications work, the role of general and limited partners, and how you can generate cash flow and tax advantages without being a la...
From House Hacks to Land Flips: Dylan Rusch’s Strategy for Scalable Real Estate Wealth
Dylan Rusch went from rookie house hacker to full-time land investor in just a few years — and in this episode, he breaks down the exact blueprint he followed to do it.
He started by buying duplexes with just 5% down and converting them into short-term rentals. One unit that used to bring in $500/month? After Dylan’s strategy, it earn...
The First Deal: How Connor Derenne Got $30K in Equity Right After College
🎙 The Wisconsin Investor Podcast — What It’s Really Like Doing Your First Real Estate Deal w/ Connor Derenne
In this episode of The Wisconsin Investor, we sit down with Connor Derenne, a young investor who landed his first real estate deal less than a year after graduating college—and walked away with $30,000 in instant equity.
Connor proves that...
Is fear keeping you from building wealth through real estate?
In this episode of The Wisconsin Investor Podcast, we sit down with Chris Charles—a real estate investor and title company professional with over 40 years of experience—for a raw, honest conversation about what it really takes to build a portfolio and create lasting financial freedom.
Chris shares his full journey:
➡️ From renovating "handyman speci...
From first-time buyer at 18 to running a multi-million dollar real estate operation—Mike Boyea’s journey is packed with hard-earned lessons, practical insights, and real talk on what it takes to make it in this business. In this episode, Mike breaks down exactly how he went from buying a distressed duplex in 2003 to managing over 50 rental doors, flipping 60–70 properties a year, and building ground-up construction—al...
Real estate success takes more than great deals—it takes strategy, partnerships, and a mindset built for the long game. In this episode of The Wisconsin Investor, Corey Reyment sits down with Leon Barnes, longtime investor and Membership Director at Collective Genius, to talk about what it really takes to grow a rental portfolio that lasts.
Leon shares how he’s used the BRRRR strategy (Buy, Rehab, Rent, Refin...
Can you legally pay zero taxes as a real estate investor? Should that even be your goal? CPA Marcus Crigler challenges conventional wisdom in this eye-opening conversation about navigating the post-bonus depreciation landscape in real estate investing.
As the 100% bonus depreciation benefit phases out (down to 60% in 2024), investors need to rethink their tax strategy. Marcus offers a refreshing perspective: ...
Laura Ritchie's journey from corporate media executive to real estate mogul exemplifies the power of creativity and determination in building wealth. Starting in 2017 with a simple side hustle, Laura leveraged family connections, thrift store furniture, and a willingness to take calculated risks to rapidly build an 85-unit portfolio now worth approximately $14 million.
What makes Laura's approach re...
Brad Chandler opens up about his remarkable dual journey as both a wildly successful real estate investor with 4,500 deals under his belt and as someone who overcame deep-seated personal struggles that once threatened everything he built.
The conversation takes a profound turn when Brad reveals how a seemingly routine therapy session for his son's anxiety unexpectedly uncovered his own unresolved childho...
What does a dead cat in the ductwork have to do with real estate investing success? As it turns out, quite a lot about perseverance and education in the school of hard knocks.
Corey sits down with commercial underwriter Kolten Van Elzen for a fascinating exploration of economic trends and their impact on real estate investment strategy. Their conversation ranges from practical horror stories (like Colton&apos...
Imagine never having to beg a bank for funding again. What if you could consistently secure real estate deals with private lenders without ever asking for money? That's exactly what Jay Conner has mastered, and he shares his revolutionary approach in this eye-opening episode.
Jay reveals how he's built a portfolio of 47 private lenders providing $8.5 million in capital for his real estate business, ...
Mike Higgins opens up about his transformative journey from personal trainer to thriving real estate investor in Wisconsin, revealing the strategic shifts that made all the difference in his business. Far from just another "how I got started" story, this conversation delivers practical wisdom on maximizing profitability in today's market.
Want to know why some investors consistently snap up dea...
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