Shows
The Wisconsin InvestorPART 2 - 10 Deals to Make You a Millionaire | Live Deal Analysis BreakdownSend us Fan MailIn this episode of The Wisconsin Investor Podcast, Reese Brown steps in for a solo Part 2, building off Corey’s original “10 Deals to Become a Millionaire” concept, and takes things a step further with a real, live deal analysis.Instead of theory, Reese walks through an actual property currently available through Wisconsin Discount Properties and breaks it down from start to finish. From purchase price and rehab costs to financing options and projected returns, this episode shows what a deal really looks like when you run the numbers.The bigges...
2026-04-2129 minThe Wisconsin InvestorHow 10 Deals Can Make You a MillionaireSend us Fan MailWhat if becoming a millionaire in real estate was simpler than you think?In this solo episode of The Wisconsin Investor, Corey Reyment breaks down a step-by-step plan to building over $1 million in equity, without needing hundreds of deals or massive amounts of capital.The strategy?Consistency.By walking through a real-world example, Corey shows how completing just a couple of deals per year can compound into serious wealth over time. From equity creation to appreciation and debt paydown, this episode lays out exactly how...
2026-04-0741 minThe Wisconsin InvestorHow to Scale Your Real Estate Business Without Doing Everything YourselfSend us Fan MailAre you busy in real estate… but still feel stuck?In this solo episode of The Wisconsin Investor, Corey Reyment breaks down one of the biggest mistakes holding investors back, trying to do everything themselves.Drawing insights from the book Essentialism, Corey shares how focusing on fewer, higher-impact activities can help you scale faster, reduce stress, and actually build a business that works for you, not the other way around.If you’ve ever felt overwhelmed juggling deals, managing properties, handling bookkeeping, or constantly putting out fires, this...
2026-03-3134 minThe Wisconsin InvestorHow to Navigate Tax-Efficient Real Estate Exits: Insights from Brandon BruckmanSend us Fan MailIn this episode of The Wisconsin Investor Podcast, Corey Reyment sits down with Brandon Bruckman to break down how real estate investors can think more strategically about exiting properties without losing momentum.For many investors, selling a rental property can feel like a setback, especially when taxes take a significant portion of the profit. Brandon shares how the right planning and structure can turn an exit into an opportunity to keep your capital working while reducing unnecessary tax burdens.Together, they walk through:• How to think about ex...
2026-03-2454 minThe Wisconsin InvestorStop Waiting for Money in Real Estate (Do This Instead)Send us Fan MailIn this episode of The Wisconsin Investor Podcast, Corey Reyment sits down with South Central Wisconsin investor Tim Dougherty, a full-time real estate entrepreneur who has been in the game since 2008.From surviving the 2008 crash to completing 50+ deals in the last five years alone, Tim breaks down what it really takes to build a sustainable real estate investing business in Wisconsin.Tim currently owns 17 rental units and operates Doc The House Buyer, helping distressed homeowners in Rock, Jefferson, and Dane Counties. He shares how he...
2026-03-1744 minThe Wisconsin InvestorFlipping vs Rentals: What Most Investors Get WrongSend us Fan MailIn this episode of The Wisconsin Investor, Corey Reyment sits down with Collin Gudgeon, a senior in the University of Wisconsin–Madison real estate program, to break down what it really takes to succeed in Wisconsin real estate investing.Collin grew up around flips and rental properties in Milwaukee and now studies commercial real estate finance, underwriting, and development in one of the country's top real estate programs. Together, Corey and Collin dive into:• Why networking is the real “hack” in real estate • How to win deals witho...
2026-03-1054 minThe Wisconsin InvestorCreative Financing Strategies That Actually Work in Wisconsin Real EstateSend us Fan MailIn this episode of The Wisconsin Investor Podcast, Corey Reyment sits down with Madison real estate investor Joe Miller, founder of Rezen, to break down how he scaled from wholesaling to running a vertically integrated fix and flip business in Wisconsin.We cover:• Seller financing and mortgage wraps • Private money and bank funding strategies • Large rehab projects and six-figure renovations • Creative deal structuring when cash offers don’t work • The shift from wholesaling to flipping • Protecting investor capital the right wayIf you’re investing in...
2026-03-0347 min
Real Estate Masters Podcast#106 How TV Leads Print Big Checks | Corey ReymentIn How TV Leads Print Big Checks, the host dives into a high-volume real estate business built on TV, PPC, and direct mail with Green Bay investor Corey Reyment. Corey breaks down how shifting from network marketing to real estate set the foundation for 220+ deals a year, 130+ rentals, and a lean wholesale operation that stays profitable in a fluctuating market. He shares how belly-to-belly appointments, transparent seller reviews, and third-party inspections build trust, why direct mail currently delivers the best ROI, and how TV consistently drives the highest volume of motivated sellers. From market shifts and deal size to...
2026-02-2731 minReal Estate Masters Podcast#106 How TV Leads Print Big Checks | Corey ReymentIn How TV Leads Print Big Checks, the host dives into a high-volume real estate business built on TV, PPC, and direct mail with Green Bay investor Corey Reyment. Corey breaks down how shifting from network marketing to real estate set the foundation for 220+ deals a year, 130+ rentals, and a lean wholesale operation that stays profitable in a fluctuating market. He shares how belly-to-belly appointments, transparent seller reviews, and third-party inspections build trust, why direct mail currently delivers the best ROI, and how TV consistently drives the highest volume of motivated sellers. From market shifts and deal size to...
2026-02-2731 minThe Wisconsin InvestorDead Equity: The Silent Portfolio Killer Most Wisconsin Investors IgnoreSend us Fan MailIn this episode of The Wisconsin Investor Podcast, Corey Reyment breaks down a real conversation with a Wisconsin landlord whose duplex doubled in value from $165,000 to $340,000. On paper, it looked like a win.But when they calculated the actual return on equity, the property was only producing 2.8%.That is what we call dead equity.This episode explores how appreciation can quietly turn into underperforming capital, and why many small investors focus on value growth, door count, or cash flow while ignoring how hard their equity is actually...
2026-02-2433 minThe Wisconsin InvestorBreaking Into Commercial Real Estate in WI (Without 25% Down)Send us Fan MailCorey Reyment sits down with Mason Clark, Chief Investment Officer of Park Place Holdings, to break down what commercial real estate investing actually looks like in Wisconsin.From negotiating a $17 million listing down to a $2.5 million purchase… to turning a vacant 150,000 square foot office building into a multi-tenant value-add opportunity… this episode is a real-world look at how commercial deals get done in markets like Green Bay, Appleton, and Northeast Wisconsin.You’ll learn:• How to structure commercial real estate deals creatively• Why you don’t always need 20–25% down to get st...
2026-02-1748 minThe Wisconsin InvestorBitcoin & Gold Are Crashing: What Smart Real Estate Investors Do NextSend us Fan MailBitcoin is down. Gold and silver are slipping. Investors everywhere are asking the same question. Where should I put my money now?In this solo episode of The Wisconsin Investor, Corey Reyment breaks down what today’s market volatility really means and why periods like this often quietly benefit real estate investors, especially in Midwest markets like Wisconsin.This is not a crypto debate or a gold-bashing episode. It is a grounded conversation about risk, liquidity, control, and long-term fundamentals. When speculative assets fall fast, fear gets lo...
2026-02-1025 minThe Wisconsin InvestorFirst Real Estate Flip Gone Wrong: Lessons From a $100,000 Rehab OverrunSend us Fan MailThis episode isn’t about a massive win. It’s about surviving a deal that went sideways and not quitting.Matt Richardson and Ashley joined Corey to share the reality of their first flip, a deal that looked solid on paper but quickly turned into a crash course in rehab overruns, contractor missteps, shifting lender rules, and refinance delays that pushed them months past their hard money maturity.Their $47,000 rehab turned into $100,000+, driven by:Poorly defined scopes of workSurprise subfloor, plumbing, and elec...
2026-02-0349 minThe Wisconsin InvestorFrom $100M in Real Estate to Federal Prison — The Lessons That Rebuilt EverythingSend us Fan MailCorey 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 Fan MailIn 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 Fan MailIn 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 Fan MailThe 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 Fan MailWhat 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 Fan MailGoal 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 Fan MailOn 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 Fan MailIn 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 InvestorMistakes to Mastery: Real Estate Lessons That Changed EverythingSend us Fan MailWhat 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 InvestorFlip Your Way to Six Figures: From Stuck Condo to Green Bay ProfitSend us Fan MailWe 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 Fan MailWhat 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 Fan MailThis 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 Fan MailTired 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 Fan MailFrom 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 min