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
Goal Setting for 2026: From Zero to 100 Units in 3 Years | Wisconsin Real Estate Insights
🎯 Ready to crush your 2026 real estate goals? In this episode of The Wisconsin Investor Podcast, Corey Reyment shares his proven strategy for setting and achieving big goals — specifically how he went from zero to 100 units in just three years! Whether you're a beginner or seasoned investor, Corey's actionable framework...
On this episode we dig into how Eddie went from diesel bays to building long-term wealth through Wisconsin rentals — using a simple buy box, steady mentorship from his dad, and a numbers-first approach that keeps emotion out of offers. We also break down today’s rental slowdown, real rent-setting strategy, and why in-house rehab gives local investors a massive edge.
🛠️ Growing up on job sites and learning management f...
In this episode of The Wisconsin Investor Podcast, Corey sits down with seasoned investor Ben Keleny, who built a multi-million-dollar portfolio with long-term rentals, short-term rentals, boutique hotels, and even a church renovation. Ben shares how he capitalized on the 2008 market crash and expanded his investments across Wisconsin and South Carolina.
Learn about Ben’s strategies for navigating market changes, using...
Taxes don’t have to be the cost of doing business. Specialized custodian Mikey Liello breaks down how self-directed retirement accounts let you buy rentals, fund flips, and lend privately — compounding gains with powerful tax advantages.
We simplify IRC 4975 so you understand what’s allowed, who’s disqualified, and how to structure deals legally. Learn the three clean funding paths — cash, non-recourse leverage, and pa...
What if your worst flip could become your best teacher? In this episode, Corey pulls back the curtain on his real estate journey, from corporate sales burnout to building a Wisconsin-based real estate business powered by BRRRR, direct-to-seller, and rent-to-own strategies. No fluff—just the hard lessons, pivots, and small wins that added up to real momentum. 💡
We cover it all: hiring on gut feel, skipping background c...
What if the fastest way to level up your real estate game is to write more offers — sooner — using just a few laser-focused questions? That’s the spark behind this week’s conversation with Joe “Duplex Joe” Gracyalny, a Wisconsin investor who went from teaching and bartending to building wealth through duplexes, and now, self storage.
We break down Joe’s real-world path from small multifamily to storage and unpack the m...
We trace Jennie Buah’s path from an underwater condo to a six-figure flip in Green Bay’s Indian Trails, spotlighting the mindset, systems, and financing stack that turned overwhelm into action. This episode breaks down how she built confidence, raised private money, and learned to move fast — even when the numbers weren’t perfect yet.
Inside this episode:
💥 Massive imperfect action as a repeatable habit
🏠 Learni...
What separates a stuck investor from a scalable one? 💡
It’s not more hustle—it’s smarter capital. This week, we unpack the four funding buckets that fuel every real estate business: HELOCs, private money, community banks, and hard money.
Corey walks through how to stack them for maximum flexibility, minimize risk, and stay competitive in any market. Plus, a real duplex case study that proves—buying right and borr...
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, and came out sharper, faster, and more confident as an investor.
If you’ve ever hesitated to pull the trigger on a deal, this episode will help you see how clear math and smart systems beat fe...
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 listings into instant equity. If you want smoother projects and smarter profits, this one’s for you.
🔥 Inside This Episode:
📊 Case studies + ARVs: how to price right and av...
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 seller-financed 55-unit acquisition—structured at 0% down and 2.38% interest
⚙️ Using AppFolio + a VA to automate portfolio management and save hours per week
🔁 Why focusing ...
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 Rich Dad, Poor Dad
• Cut his teeth in acquisitions at Wisconsin Discount Properties before going solo
• Survived a $3.5M greenhouse foreclosure that ultimately settled for $20,...
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 owns 64 rental units with roughly 50% equity across the board—and in this episode, he breaks down how you can follow a similar path.
🔥 Inside This Episode:
- 🏡 How Corey bought his first duplex u...
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 Wisconsin duplex purchase.
Corey walks us through the entire process of a recent BRRRR project from start to finish – from finding the deal through texting campaigns to f...
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 real estate investor, to challenge the traditional cash-flow-only mindset.
💡 Jimmy introduces his concept of the “cash machine”
🏡 We share how chasing 100 rental doors taught us hard lessons about the $2...
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 Investor Podcast, Carter reveals how he went from traditional agent to full-time investor and the exact strategies that fueled his rapid growth.
What you’ll learn in this episode:
- How Carter fu...
📉 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...
Popular Podcasts
Ding dong! Join your culture consultants, Matt Rogers and Bowen Yang, on an unforgettable journey into the beating heart of CULTURE. Alongside sizzling special guests, they GET INTO the hottest pop-culture moments of the day and the formative cultural experiences that turned them into Culturistas. Produced by the Big Money Players Network and iHeartRadio.
The official podcast of comedian Joe Rogan.
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy, Jess Hilarious, And Charlamagne Tha God!
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com