Shows
The Wisconsin InvestorWhat Actually Moves Real Estate Deals ForwardSend us a textIn this episode of The Wisconsin Investor Podcast, Reese Brown and Connor Derenne tackle the real conversations they have every single week with Wisconsin investors. Not theory. Not guru advice. The objections and roadblocks that actually stop people from doing deals.The episode focuses on why so many investors feel stuck, what “analysis paralysis” really looks like in practice, and how clarity around goals, buy boxes, and networking is what actually moves deals forward.Rather than talking about market timing or perfect deals, Reese and Connor break down:...
2026-01-2734 minThe Wisconsin InvestorWhat Actually Moves Real Estate Deals ForwardSend us a textIn this episode of The Wisconsin Investor Podcast, Reese Brown and Connor Derenne tackle the real conversations they have every single week with Wisconsin investors. Not theory. Not guru advice. The objections and roadblocks that actually stop people from doing deals.The episode focuses on why so many investors feel stuck, what “analysis paralysis” really looks like in practice, and how clarity around goals, buy boxes, and networking is what actually moves deals forward.Rather than talking about market timing or perfect deals, Reese and Connor break down:🔍...
2026-01-2723 minThe Wisconsin InvestorReal Estate Investing Basics: Leverage, Equity, and Long-Term WealthSend us a textIn this solo episode of The Wisconsin Investor Podcast, Reese Brown steps in behind the mic and brings the conversation back to the basics, & why real estate still works in 2026.Rather than chasing trends or debating headlines, this episode focuses on fundamentals: leverage, equity growth, long-term appreciation, and tax advantages. Reese challenges the idea that cash flow is the only thing that matters and reframes real estate as a system, not a single bet.Using simple analogies (including gold, leverage, and tenants as “partners”), the episo...
2026-01-2024 minThe Wisconsin InvestorFrom $100M in Real Estate to Federal Prison — The Lessons That Rebuilt EverythingSend us a textCorey sits down with Mike Morawski, a longtime real estate investor who’s seen every side of the business — massive growth, catastrophic failure, federal prison, and redemption back into multifamily investing and coaching.Mike shares how he went from:Building a $100M+ real estate company in 30 monthsOwning 4,000+ units across five marketsManaging 7,500 units and 100 employees…to losing everything after the 2008 crash due to:Growing too fastOverleveragingBeing undercapitalizedIgnoring red flagsFailing to communicate transparently with investorsThe conversation goes w...
2026-01-1358 minThe Wisconsin InvestorThree Decades In Real Estate: Grit, Coaching, & FocusSend us a textIn this episode of The Wisconsin Investor Podcast, Corey sits down with Chris Hake, a 30+ year Wisconsin real estate investor and founder of Wisco REIA, to break down what actually leads to long-term success in real estate.They dive into real-world lessons from multiple market cycles and unpack why most investors get stuck — even when they’re working hard.In this episode, you’ll learn: • What 30+ years of investing in Wisconsin teaches you about risk and growth • Key lessons from the 2008 crash that...
2026-01-0653 minThe Wisconsin InvestorMy Most Expensive Real Estate Mistakes (So You Don’t Repeat Them)Send us a textIn this episode, Corey opens up about the deals that didn’t go well — the ones that cost real money, real time, and taught real lessons.Because the truth is simple: experience comes from getting punched in the face financially… not from the wins.This week, Corey breaks down several costly mistakes from 2024–2025, including a Jacksonport project that spiraled far beyond the original budget and a series of flips that exposed gaps in process, oversight, due diligence, and team bandwidth.If you're scaling, flipping, or thinking...
2025-12-3028 minThe Wisconsin InvestorHow One Simple Offer Formula Unlocks More Real Estate WinsSend us a textThe Simple Offer Mistake Costing WI Investors $25K–$30K Per DealMany Wisconsin investors say, “There are no deals out there.” But in this episode, Corey breaks down why that belief isn’t true—and how one small tweak in your offer formula can instantly make you more competitive.This lesson came from a real coaching conversation with a team member, and the numbers were eye-opening. By using the wrong calculation method, many investors are losing deals and leaving tens of thousands of dollars on the tab...
2025-12-2325 minThe Wisconsin InvestorFrom Contractor to CEO: The Mindset Shift WI Investors Need for 2026Send us a textWhat if saving $5,000 on your next flip is secretly costing you $50,000… or more?This week, Corey breaks down one of the biggest traps Wisconsin investors fall into — doing the work themselves. Swinging hammers. Painting at midnight. Laying floors on the weekends. All in the name of “saving money.”But here’s the truth: speed builds wealth in Wisconsin real estate, not sweat equity. If you’re the bottleneck, you’re slowing deals, missing opportunities, stressing your family, and quietly losing tens of thousands of dollars every year.In...
2025-12-1634 minThe Wisconsin InvestorIf I Had to Start Over in 2026… Here’s the Exact Plan I’d Follow to Hit 100 Units AgainSend us a textGoal 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 will help you set clear, achievable goals, navigate the challenges of Wisconsin's real estate market, and create a solid plan for success.🔑 What You...
2025-12-0926 minThe Wisconsin InvestorWisconsin Rental Market Update: Rents Slowing, Buy Box Tips, and Long-Term Wealth PlaysSend us a textOn 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 from the ground up 💼 Leaving a capped wage job for flexible, asset-backed wealth 😬 First-deal fears, financial worries & getti...
2025-12-0240 minThe Wisconsin InvestorFrom Market Crash to Multi-Million Dollar Wisconsin Portfolio: Secrets & StrategiesSend us a textIn 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 the BRRRR method, and leveraging creative financing. He also discusses the power of mid-term rentals, the challenges of self-management, and tips for new investors looking to scale their portfolios....
2025-11-2559 minThe Wisconsin InvestorAvoid Taxes, Build Wealth: Self-Directed IRA & 401k StrategiesSend us a textTaxes 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 partnerships — and why the solo 401k is the real estate investor’s multi-tool for tax-free growth, liquidity, and avoiding UBIT.Pl...
2025-11-1852 minThe Wisconsin InvestorMistakes to Mastery: Real Estate Lessons That Changed EverythingSend us a textWhat 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 checks, and learning the hard way why contractors and processes matter. Plus, discover how to leverage mentorship, hit your first wholesale win, and navigate creat...
2025-11-1141 minThe Wisconsin InvestorSchool Teacher to Investor: How Duplex Joe Built a Storage Portfolio From ScratchSend us a textWhat 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 mindset, math, and methods that helped him scale without overextending. Inside this episode: 💡 Why duplex values r...
2025-11-0457 minThe Wisconsin InvestorFlip Your Way to Six Figures: From Stuck Condo to Green Bay ProfitSend us a textWe 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 🏠 Learning at RIAs without drowning in acronyms 🚪 Walking open houses to build rehab and cost intuition 🧰 U...
2025-10-2854 minThe Wisconsin InvestorHow to Fund Every Deal (Even in a Tight Market)Send us a textWhat 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 borrowing smart beats perfect execution every time.🔥 In This Episode: 💪 • The two levers that matter most: find de...
2025-10-2140 min
Strength in Numbers with Marcus CriglerEpisode 7: How a 200-Door Investor Operates From the Owner’s Box (Full Business Breakdown) with Corey ReymentMost real estate entrepreneurs stay stuck working in their business instead of leading from it.For today's episode of Strength in Numbers Podcast, Marcus Crigler talks with Corey Reyment, investor, business owner, and host of The Wisconsin Investor Podcast.Listen as Corey shares how he built a 200-door portfolio, how he structured his team, manages cash flow across good and bad months, and balances business growth with personal finances. He also shares the system he and his wife use to keep their business and household money separate. Enjoy the show!You’ll Le...
2025-10-2138 minThe Wisconsin InvestorFrom Analysis Paralysis to First Flip: Page Nelson’s Fast-Track LessonsSend us a textThis 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 fear every time.🔥 Inside This Episode: 📘 Free BRRRR course via Wisconsin...
2025-10-1439 minThe Wisconsin InvestorFrom Contractor to Investor: BRRRR, Bold Offers & Smarter SystemsSend us a textTired 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 avoid rookie mistakes 🪞 Mr. Sandless: the one-day refinish trick every flipper should know ⏱️ Why scheduling subs before close keeps hard money on track...
2025-10-0758 minThe Wisconsin InvestorBase Hits to a 55-Door Deal: How Systems + Creative Financing Built FreedomSend us a textFrom 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 on multiple exits (flip, BRRRR, midterm rental) boosts NOI and long-term wealth 🧩 How “Like, Love, Tolerate” role clarity eliminates burnout and accelerates growth 🛠️ Why hiring pros (not DIY) actually saves you...
2025-09-3054 minThe Wisconsin InvestorRolling with the Punches: Sean Gibbons’ Guide to Real Estate ResilienceSend us a textSean 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 $20,000 • Partnered in an indoor shooting range that shifted from acquisition to full-on startup • Juggles multiple flips under hard-money deadlines and rehab curveballs • Turned a stalled cabin sale into a win with a creat...
2025-09-2357 minThe Wisconsin InvestorFrom $10/Hour Apprentice to 64 Rental UnitsSend us a textWhat 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 using creative financing + other people’s money💪 The mindset shifts that helped...
2025-09-1650 min
Raising Private Money with Jay ConnerUnlock Tax-Free Wealth Using BRRRR and Private Money With Corey ReymentAre you looking for a way to build substantial wealth through real estate without relying on traditional banks, while maximizing the potential for tax-free growth? Corey Reyment’s journey, as revealed on Jay Conner’s "Raising Private Money" show, offers invaluable lessons for both new and seasoned investors. Let’s break down the key highlights and actionable strategies from Corey’s path to owning 140+ doors and building a multi-million dollar real estate business using the BRRRR strategy.Starting with Intention and IntensityCorey and his wife Carrie began their real estate adventure in 2016 with a s...
2025-09-1136 minThe Wisconsin InvestorWhy $23 Per Door Cash Flow Is Still A Great Deal: A Deal BreakdownSend us a textWhat 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 finalizing the refinance just eight months later. The numbers tell a compelling story: purchased for approximately $152,818, renovated for $39,000, and ultimately appraised at $240,000 after some strategic negotiation wi...
2025-09-0930 minThe Wisconsin InvestorThe Cash Flow Myth: Building Real Wealth in Real Estate w/ Jimmy VreelandSend us a textWhat 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 $200–$300 per door cash flow myth. 📈 We break down how real wealth is really built: equity growth, tax...
2025-09-0248 minThe Wisconsin InvestorFrom College Dropout to 50 Flips a Year with Carter CrowleySend us a textFrom 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 funded his first flip in 2018 using a $65,000 family loan and $32,000 personal fundsWhy he evaluates deals on...
2025-08-2657 min
The Best Of Scott CarsonThe Note Investing Strategy Banks Hope You Never Learn: The Wisconsin Investor Podcast with Corey Reyment🎙️ 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 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 struggling homeowners.🔑 What You’ll Learn:• What note investing is and how it works (buying mortgage debt directly from banks at 40–60¢ on the dollar)• Why you don’t need to fix the property—just “rehab the borrower”• How Scott ea...
2025-08-201h 01
The Best Of Scott CarsonThe Note Investing Strategy Banks Hope You Never Learn: The Wisconsin Investor Podcast with Corey Reyment🎙️ 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 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 struggling homeowners.🔑 What You’ll Learn:• What note investing is and how it works (buying mortgage debt directly from banks at 40–60¢ on the dollar)• Why you don’t need to fix the property—just “rehab the borrower”• How Scott earned...
2025-08-201h 01