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
59 episodes
From Analysis Paralysis to First Flip: Page Nelson’s Fast-Track Lessons
This week, we sit down with our teammate and acquisition specialist Page Nelson, who went from overthinking to owning it—literally. He breaks down how he pushed past fear, landed his first profitable flip, stumbled on the second...
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39:14
From Contractor to Investor: BRRRR, Bold Offers & Smarter Systems
Tired of messy flips, blown timelines, and deals that drain more than they deliver? Kent shows us how he flipped the script—moving from contractor to investor—by building calm, repeatable systems, using BRRRR strategies, and turning stale MLS l...
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58:23
Base Hits to a 55-Door Deal: How Systems + Creative Financing Built Freedom
From a quick “clean and list” starter flip to full financial freedom by mastering systems, roles, and mindset.🔥 Inside This Episode: 🏡 How one investor turned a light rehab + relist into momentum for multi-unit deals 💰 The...
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54:51
Rolling with the Punches: Sean Gibbons’ Guide to Real Estate Resilience
Sean Gibbons shares the rollercoaster of his real estate career—from acquisitions to complex, sideways deals—highlighting how creativity, resilience, and relationships carry you when plans implode.• House-hacked a duplex after reading
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57:57
From $10/Hour Apprentice to 64 Rental Units
What if you could buy your very first duplex with zero dollars out of pocket—while making just $10 an hour as an apprentice? That’s exactly how Corey Paszkiewicz launched his real estate journey over 20 years ago. Today, he o...
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50:26
Why $23 Per Door Cash Flow Is Still A Great Deal: A Deal Breakdown
What if you could create $48,000 in equity with just a few hours of effort? The BRRRR strategy (Buy, Rehab, Rent, Refinance, Repeat) offers exactly this opportunity when executed properly, as demonstrated in this detailed deal breakdown of a Wi...
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30:32
The Cash Flow Myth: Building Real Wealth in Real Estate w/ Jimmy Vreeland
What if everything you’ve been told about “financial freedom” through rental properties is wrong?In this episode of The Wisconsin Investor, we sit down with Jimmy Vreeland, a former Army Ranger turned successful re...
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48:30
From College Dropout to 50 Flips a Year with Carter Crowley
From college dropout to running 50 flips a year—Carter Crowley’s real estate journey proves what’s possible when you master your numbers, build strong relationships, and take consistent action.In this episode of The Wisconsin Investo...
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57:33
Got Laid Off. Flipped a House. Made $35K First Deal. Here's How.
📉 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 pro...
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59:36
How to Build Tax-Free Wealth with BRRRR: The Strategy Most Investors Are Sleeping On
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 ho...
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40:00
The Note Investing Strategy Banks Hope You Never Learn
🎙️ How Scott Carson Bought $1 Billion in Distressed Debt — And Helped Homeowners Along the WayEver wondered how to become the bank and earn double-digit returns—without swinging a hammer or flipping houses?In this ...
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58:38
College Rental to 700+ Units in 7 Years: Ryan Gray’s Real Estate Empire
From College Rental to 700+ Units: How Ryan Gray Built a Real Estate Empire in Just 7 YearsWhat happens when you take massive action, skip the fluff, and build powerful local relationships? You get Ryan Gray — a Wisconsin-based in...
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46:09
The Couple's Guide to Building Wealth One Flip at a Time
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 wor...
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49:46
The Big Beautiful Bill Explained — And How It Can Help You Build More Wealth
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 Hack...
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57:08
How Wyatt Built a Real Estate Portfolio From 2,000 Miles Away (Without Using His Own Money)
How Wyatt Powell Bought 4 Properties in 2 Months—From 2,000 Miles Away | The Wisconsin Investor PodcastCan you build a real estate portfolio without even living in the same state? Wyatt Powell did exactly that—locking in four prop...
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1:00:00
How This Investor Built a Virtual AI Team to Scale Real Estate (While Working Full Time)
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 too...
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56:31
From Chiropractor to Real Estate Syndication Expert | Dr. Kate Gress’s Journey to Passive Income
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 re...
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47:53
Dylan Rusch on Land Investing: The Untapped Gold Mine Most Investors Ignore
From House Hacks to Land Flips: Dylan Rusch’s Strategy for Scalable Real Estate WealthDylan 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 bluepri...
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50:46
What It’s Really Like Doing Your First Real Estate Deal w/ Connor Derenne
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 DerenneIn this episode of The ...
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52:19
From Foreclosed to Financially Free w/ Chris Charles
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 year...
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1:05:11
How Mike Boyea Lost It All—Then Built a Real Estate Empire
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 b...
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47:00
The Art of Real Estate Leverage w/ Leon Barnes (Improved Audio)
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 Direct...
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59:35
When Paying Zero Taxes Isn't Always the Right Goal With Marcus Crigler, CEO of Bec CFO
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 in...
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40:20
From Corporate Exec to $14 Million Real Estate Mogul: How Laura Ritchie Built an 85-Unit Portfolio with Creativity & Family Connections
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 f...
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48:19
Beyond $9 Million in Mistakes: How Childhood Beliefs Shape Your Investing
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.
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36:15