The Wisconsin Investor

PODCAST · business

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. 

  1. 89

    Your Edge Isn't Experience: How to Find Your Niche in Wisconsin Real Estate

    Send us Fan MailMost new investors follow the same playbook and wonder why they can't compete. The ones who break through faster are the ones who figure out where they already have an advantage before they ever buy their first deal.Reese breaks down how to identify your niche in real estate, why it has nothing to do with knowing everything, and why your first deal is supposed to be messy.What's covered:Why copying someone else's blueprint is the fastest way to stay stuck, and what to do insteadHow a trades background, a corporate career, or even a sales job gives you a built-in edge in real estateWhy your first deal's profit per hour is going to look rough, and why that's actually fineThe three types of leverage that matter more than hustle: money, people, and systemsHow experienced investors run seven or eight projects at once without losing their minds (and how you get there too)Reese also shares how he got his foot in the door early by flying drone footage for realtors for free. No construction experience, no capital network. Just a skill plugged into the right relationship.If you're getting started and feeling behind, this one's for you.Check out Wisconsin Discount Properties for off-market deals every Monday morning: WisconsinDiscountProperties.com

  2. 88

    Hard Money vs Commercial Lending… Which One Actually Makes You More Money?

    Send us Fan MailMost investors default to hard money because it’s simple.But what if that’s actually costing you more than you think?In this episode of The Wisconsin Investor, Reese Brown sits down with commercial lender Chad Miller of Bristol Morgan Bank to break down the real differences between hard money lending and commercial lending, and when each one actually makes sense for your deal.They walk through real examples, numbers, and scenarios that show how commercial lending can sometimes require more upfront capital, but actually leave you with less money in the deal over time.Here’s what you’ll learn: • The key differences between hard money and commercial lending • Why commercial loans are more relationship-based, and why that matters • What “85% of project cost” really means and how it works • How draw schedules and rehab funding actually play out • Why some investors end up with less cash in a deal using commercial loans • When it still makes more sense to use hard money • How to build a banking relationship that unlocks better terms over timeThey also dive into how community banks evaluate deals, what new investors should do before reaching out, and how experienced investors can get more flexible financing as they grow.One of the biggest takeaways? The best loan option isn’t always the simplest one, and understanding both can completely change how you structure your deals. If you’re flipping houses, building a rental portfolio, or just trying to figure out how to fund your next deal more efficiently, this episode is packed with practical insight you can actually use.

  3. 87

    Is the Housing Market Slowing Down… or Is This Your Opportunity? (Green Bay Data Breakdown)

    Send us Fan MailIs the real estate market finally cooling off… or are investors just getting nervous?In this episode of The Wisconsin Investor, guest host Reese Brown sits down with commercial lender Kolten VanElzen to break down exactly what’s happening in the Green Bay housing market right now, using real data, real trends, and real investor insight.They dig into what most people are feeling in today’s market versus what the numbers actually show. From rising days on market to tight inventory and steady price growth, this episode separates perception from reality.Here’s what you’ll learn: • Why listings are slightly down, but not in the way people think • What rising days on market really says about today’s buyers • Why affordability is becoming the biggest factor in deal flow • How new construction pricing is shaping the entire market • What interest rates are likely to do over the next 12 months • Why Northeast Wisconsin continues to outperform most U.S. marketsOne of the biggest takeaways? Even with global uncertainty, higher rates, and affordability challenges, deals are still happening and prices are still trending upward in Green Bay. If you’re an investor waiting on the sidelines or trying to figure out your next move, this episode gives you a clear, data-backed look at where things stand and where they could be heading.The market hasn’t stopped, it’s just shifting.

  4. 86

    PART 2 - 10 Deals to Make You a Millionaire | Live Deal Analysis Breakdown

    Send 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 biggest takeaway? Cash flow might not be as important as you think.Reese dives into: • A full breakdown of a real Green Bay investment property • How to analyze ARV, rehab costs, and financing options • The difference between flipping vs. holding (BRRRR strategy) • Why cash flow can be overrated in today’s market • How equity, appreciation, and principal paydown build real wealth • What happens when you scale this strategy to 10 dealsUsing projections over a 5-year period, this episode highlights how the majority of wealth in real estate doesn’t come from monthly cash flow, but from long-term equity growth and leverage.If you’ve been sitting on the sidelines waiting for the “perfect” deal, this breakdown might change how you think about investing in today’s market.Whether you're investing in Green Bay, Milwaukee, Madison, or anywhere in Wisconsin, this is a practical, numbers-driven look at how deals actually work in real life.Full episode available now on YouTube, Apple, and Spotify.#WisconsinRealEstate #RealEstateInvesting #BRRRR

  5. 85

    From Principal to 6 Doors in 12 Months, The Power of Massive Action in Real Estate

    Send us Fan MailIn this episode of The Wisconsin Investor Podcast, Reese Brown sits down with Will Traber, a former middle school principal who made the leap into full-time real estate investing, and scaled fast.Will shares how he went from a stable W-2 career to building a growing portfolio of rental properties and flips in just over a year. But it wasn’t smooth sailing. His first rehab turned into a full gut job, partnerships fell apart mid-project, and he had to navigate multiple high-pressure deals at once.Through it all, one thing set him apart: massive, imperfect action.In this episode, you’ll hear: • How Will transitioned from education into real estate investing • Lessons from a first flip that went completely sideways • Why networking was the biggest “needle mover” in his success • How he funded deals without a large cash reserve • The reality of scaling, hiring, and managing multiple projects • Why simplifying your life can accelerate your investing journeyIf you’ve been stuck in analysis paralysis or waiting for the “perfect time” to start investing, this episode is your wake-up call.Will’s story is proof that you don’t need perfect conditions, you just need to start.

  6. 84

    How 10 Deals Can Make You a Millionaire

    Send 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 small, repeatable actions turn into big results. Inside this episode: • How 2 deals per year can lead to $1M+ in equity • The power of compounding appreciation and debt paydown • Why deal flow is the foundation of building wealth • How refinancing can unlock large amounts of capital • A realistic 5-year roadmap to scaling your portfolioCorey also breaks down how investors can recycle the same capital again and again, turning one opportunity into many and accelerating their path to financial freedom. If you’ve been overcomplicating real estate or waiting for the “perfect” time to start, this episode shows what’s actually possible with a simple, focused plan.🎧 Tune in now and start building toward your first $1 million in real estate.

  7. 83

    How to Scale Your Real Estate Business Without Doing Everything Yourself

    Send 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 episode will challenge the way you think about growth.Inside this episode: • Why “more deals” doesn’t always mean more success • The hidden cost of doing everything yourself • How top investors actually scale their businesses • The concept of “profit per hour” and why it matters • When to outsource, and what to let go of first • How to build systems that create real freedomCorey also shares real-world examples from his own business, including lessons learned from deals that pulled him away from his core focus, and how that impacted long-term growth. Whether you're just getting started or already doing deals, this episode will help you rethink how you spend your time and where your real value is created.If your goal is more income, more freedom, and less chaos, this is a must-listen.📘 Book mentioned in this episode: Essentialism by Greg McKeown https://www.amazon.com/Essentialism-Disciplined-Pursuit-Greg-McKeown/dp/0804137382

  8. 82

    How to Navigate Tax-Efficient Real Estate Exits: Insights from Brandon Bruckman

    Send 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 exits before you ever sell • Why tax strategy plays a major role in long-term wealth building • How investors transition from active management to more passive income • Common mistakes that can cost investors time and money • The importance of having a clear plan before making a moveIf you’re holding rental properties, considering selling, or just want to build a more durable long-term strategy, this episode offers a different way to think about keeping your money working for you.For off-market investment opportunities across Wisconsin, visit: 👉 WisconsinDiscountProperties.com

  9. 81

    Stop 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 left his W-2 job, raised millions in private money, structured deals creatively, and built long-term wealth through flips, rentals, and wholesales.In this episode, you’ll learn:How to raise private money even if you have zero capitalWhy “the deal attracts the money” is more than just a sayingThe mindset shift that helped Tim leave his W-2 jobHow mentorship accelerated his investing careerWhy networking is the real shortcut in real estateHow to structure your schedule while building your investing businessLessons from investing through multiple market cyclesIf you’re investing in Madison, Janesville, Rock County, Dane County, or anywhere in Wisconsin, this episode is packed with practical strategies for scaling your portfolio and building financial freedom through real estate.Connect with Tim Dougherty: 📧 [email protected] off-market investment opportunities across Wisconsin, visit: 👉 WisconsinDiscountProperties.com

  10. 80

    Flipping vs Rentals: What Most Investors Get Wrong

    Send 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 without offering the highest price • The difference between flipping houses and building rental wealth • Why cash flow can be misleading in today’s market • House hacking strategies for young investors • How long-term equity growth and refinancing create real wealthIf you’re investing in Madison, Milwaukee, Green Bay, Appleton, or anywhere in Wisconsin, this episode is packed with practical insight on seller negotiations, financing strategy, and building a durable portfolio.Connect with Collin Gudgeon: Email: [email protected] Phone: 414-429-9130Looking for off-market deals across Wisconsin?Visit WisconsinDiscountProperties.com to join the exclusive buyer list.Need help leasing your units? Check the link below!https://nl5a6.share.hsforms.com/2fKXr-r9eSCuMkCRT8KFEnQ

  11. 79

    Creative Financing Strategies That Actually Work in Wisconsin Real Estate

    Send 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 Wisconsin real estate, especially in Madison, and want to learn about creative financing, private lenders, and scaling a sustainable investment business, this episode delivers real-world insight.Whether you’re a new investor looking to land your first deal or an experienced operator trying to build a more durable business model, this conversation delivers real-world strategy from someone actively doing deals.Connect with Joe: rezenhub.com rentrezen.comFor off-market deals across Wisconsin, visit WisconsinDiscountProperties.com.

  12. 78

    Dead Equity: The Silent Portfolio Killer Most Wisconsin Investors Ignore

    Send 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 working.Corey walks through:• How to calculate return on equity step by step • Why a rental property can become an anchor instead of an asset • The opportunity cost of leaving large amounts of equity untouched • 1031 exchanges and portfolio repositioning strategies • Cash out refinancing and HELOC options in Wisconsin • When it makes sense to recycle capital and when it does not • How tax strategy and bonus depreciation factor into real returnsIf you own rental property in Wisconsin, especially single-family homes, duplexes, or small multifamily, this episode will challenge how you think about portfolio growth.Serious investors do not just accumulate properties. They reposition equity strategically.If you want to build long-term wealth in Wisconsin real estate, you cannot afford to ignore dead equity.For off-market opportunities and investor resources, visit WisconsinDiscountProperties.com.

  13. 77

    Breaking 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 started• How value-add commercial investing works in Midwest markets• The difference between residential and commercial underwriting• How cap rates, lease structures, and long-term holds actually play out• Why relationships with local banks matter more than national lenders• What it takes to scale from small deals to nine-figure portfoliosThis is not theory. This is how real Wisconsin investors are building wealth through office, retail, redevelopment, and strategic acquisitions.If you’ve ever wondered whether commercial real estate is “too big” or “too risky,” this episode will give you practical insight into how experienced investors evaluate risk, negotiate deals, and create long-term cash flow in steady Midwest markets.Whether you’re investing in single-family homes, duplexes, multifamily, or looking to move into commercial real estate, this conversation will expand the way you think about opportunity.Connect with Mason:[email protected] to invest in Wisconsin real estate?Visit wisconsindiscountproperties.com for off-market opportunities and investor-friendly deals.Subscribe for weekly conversations with real investors doing real deals in Wisconsin.

  14. 76

    Bitcoin & Gold Are Crashing: What Smart Real Estate Investors Do Next

    Send 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 loud, but opportunity tends to show up in places that do not make headlines.In this episode, Corey explains:Why Bitcoin, stocks, and gold are often the first assets sold during market fearHow liquidity cuts both ways in investingWhy real estate does not react to headlines the same wayWhy Wisconsin’s demand-driven housing markets continue to perform over timeWhy waiting for the perfect market crash often backfiresWhy boring, cash-flowing properties consistently win long-termIf you are a real estate investor wondering whether now is the right time to buy or if you have been sitting on the sidelines waiting for clarity, this episode is a reminder that fundamentals beat speculation and consistency beats timing.This episode is especially relevant for investors focused on single-family homes, duplexes, and small multifamily properties who want to build long-term wealth through steady cash flow and disciplined investing in the Midwest.Visit wisconsindiscountproperties.com to get access to the exclusive deal list with off-market and investor-friendly opportunities across Wisconsin.

  15. 75

    First Real Estate Flip Gone Wrong: Lessons From a $100,000 Rehab Overrun

    Send 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 electrical issuesA contractor who quoted labor loosely and billed tightlyOnce the rehab was done, the market didn’t cooperate. Offers came in $40–60K below asking, and selling would have locked in a loss. Instead of panicking, they pivoted.Through networking and honest lender communication, they landed on a creative rent-to-own exit:$400,000 sale priceNo realtor commissions5-year term at roughly 2 percent interestBuyers refinance them out laterWhat could have been a deal-ending loss turned into a long-term win and a masterclass in resilience.The biggest takeaway? 👉 One bad deal doesn’t define you. Quitting does.If you want to connect with Matt or Ashley directly, you can reach them here:Ashley: [email protected]: [email protected]

  16. 74

    What Actually Moves Real Estate Deals Forward

    Send us Fan MailIn 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:🔍 Why most investors don’t know what they’re actually looking for ⏳ How waiting for the “perfect” deal often costs more than a bad first deal 🎓 Why your first deal can be tuition, not failure 🤝 How networking quietly solves confidence, funding, and execution issues 🏦 Why Wisconsin’s local lending and investor ecosystem is a massive advantageThe core theme is simple. Progress comes from clarity and action, not more consumption.

  17. 73

    Real Estate Investing Basics: Leverage, Equity, and Long-Term Wealth

    Send us Fan MailIn 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 episode walks listeners through:Why real estate has remained resilient for decadesHow leverage multiplies returns responsiblyWhy equity beats short-term cash flowHow BRRRR still works, even in today’s marketWhy investors waiting on the sidelines may miss an opportunityThis episode is especially relevant for:New investors feeling overwhelmedExperienced investors stuck over-analyzing dealsAnyone questioning whether “now” is still a good timeThe core message is clear: real estate hasn’t changed... expectations have.

  18. 72

    From $100M in Real Estate to Federal Prison — The Lessons That Rebuilt Everything

    Send 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 way deeper than real estate. Mike opens up about prison, humility, faith, mental health, leadership mistakes, marriage, listening to your spouse, and why real success is built through lessons learned the hard way.This isn’t a guru episode. It’s a “learn from my scars” episode.📘 Want to go deeper? Mike is the author of Multifamily Investment Secrets, where he breaks down creative multifamily strategies and hard-earned lessons from decades in the business — you can check out the book here: Multifamily Investment Secrets🔗 Connect with Mike MorawskiWebsite: http://mikemorawski.com/Free eBook – Multifamily Investment Secrets: https://multifamilyinvestmentsecrets.com/Social Media: Facebook: https://www.facebook.com/mike.morawski.54 Instagram: https://www.instagram.com/mike.morawski.54/ LinkedIn: https://www.linkedin.com/in/michael-morawski/ TikTok: https://www.tiktok.com/@mikemorawski

  19. 71

    Three Decades In Real Estate: Grit, Coaching, & Focus

    Send 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 still apply today • Why focus beats chasing multiple strategies • How mentorship and paid coaching shortcut years of mistakes • The danger of shiny object syndrome in real estate • Why networking and local investor groups accelerate success • How to decide which real estate strategy fits you • The mindset shift required to go from learning to actually doing dealsIf you’re trying to get started, get unstuck, or build a sustainable real estate business in Wisconsin, this episode delivers practical insight without the hype.Connect with Chris Hake: 📧 [email protected] 🌐 www.wiscoria.com

  20. 70

    My 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 about jumping into a new asset type, these lessons will save you money, frustration, and months of wasted time.In this episode, we cover:The Jacksonport deal: why new asset classes require deeper due diligenceHow skipping well/septic inspections cost $45K–$60KWhy “moving fast” without structure is actually chaosHow tight numbers push investors into bad decisionsThe hidden bottlenecks inside growing teamsWhy contractors must be checked in person — or by someone who can beHow to hire, delegate, and avoid burning your people outThe real cost of doing too much yourselfThese weren’t rookie mistakes — they were scaling mistakes. And if you're growing your Wisconsin real estate business, you’re going to face the same traps. This episode is here to help you avoid them.If you want 2026 to be your least stressful and most profitable years yet, start with the lessons that cost Corey tens of thousands — so they don’t cost you anything.Quick reminder — our New Year Giveaway winners will be announced on January 1st, and there’s still time to enter if you haven’t jumped in yet! More details on our pinned post on our Facebook/Instagram.👉 If this helped you, subscribe on YouTube, drop a review on Apple or Spotify, and share the episode with another WI investor.Your support helps us grow the community and bring you more real, honest, and actionable content.

  21. 69

    How One Simple Offer Formula Unlocks More Real Estate Wins

    Send 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 table. With one adjustment, you could win 2–3 more deals this year—worth $60K or more for many flippers.In this episode, we cover: • Why the common “75% of ARV minus rehab” formula is holding you back • Corey’s preferred method for running flip numbers—and why it works better • A side-by-side example showing the $25K–$30K profit difference • How private money can expand your options and make your offers stronger • Why emotion-free calculators help you compete in today’s market • The mindset shift required to stop saying “no deals exist” and start winning themIf you want 2026 to be your strongest deal-finding year yet, this episode will help you rethink your approach and become more competitive across the board.New Year Giveaway: We’re giving away a $250 gift card, a 1-hour strategy call with Corey, and a Wisconsin Investor Starter Kit. Details on our Facebook and Instagram pages.Want help making your offers stronger? Reach out at [email protected]

  22. 68

    From Contractor to CEO: The Mindset Shift WI Investors Need for 2026

    Send 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 this episode, we dive into: ✔️ Why DIY kills your profit without you noticing ✔️ The hidden costs of “saving money” on flips ✔️ How to shift from contractor to CEO ✔️ The three skills that actually make you wealthy in Wisconsin ✔️ How to find the right "who’s" so you can stop doing the “how” ✔️ The mindset shift every 2026 investor needs to makeIf you want 2026 to be your breakout year — with more freedom, less stress, and smarter investing — this episode might sting a little… but it might also change everything.👉 Watch, subscribe, and share — real investors across Wisconsin need this one.Don't forget to enter our subscriber New Years Giveaway! More info on our Facebook and Instagram accounts!

  23. 67

    If I Had to Start Over in 2026… Here’s the Exact Plan I’d Follow to Hit 100 Units Again

    Send 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’ll Learn in This Episode:The Importance of Big Picture Thinking: Why knowing your "why" is crucial to reaching your real estate goals.Breaking Down Large Goals: How to structure your real estate goals into manageable quarterly, monthly, and weekly tasks.The Power of the 12-Week Year: A method that will help you get more done in 12 weeks than others do all year.Building the Right Team: How to identify the key people you'll need on your team to achieve your big goals.Real-Life Stories & Lessons: Hear how Corey navigated his journey in real estate, including challenges and wins along the way.🛠️ Actionable Tips for Investors in Wisconsin: Corey shares insights on flipping houses, using the BRRRR method, managing properties, and identifying the right buy box in markets like Green Bay, Oshkosh, and Appleton.🎁 New Year’s Giveaway: Stay tuned for details on our New Year’s contest where you could win a 1-on-1 strategy session with Corey, a $250 gift card, or the exclusive Wisconsin Investor Starter Kit!💬 Get Involved: Subscribe to the YouTube channel, follow us on Instagram and Facebook, and enter our giveaway to kickstart your 2026 with expert guidance from Corey and his team.🎧 Listen now and start your journey to real estate success in 2026!

  24. 66

    Wisconsin Rental Market Update: Rents Slowing, Buy Box Tips, and Long-Term Wealth Plays

    Send 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 & getting your spouse aligned 📊 Using a buy box: $25k equity, sub-$200k all-in, 25% ROI targets 🧮 Taking emotion out of offers with calculators, not “feelings” 🏦 Smart debt as a hedge against inflation and a long-term wealth lever 🏘️ Rents leveling off in NE Wisconsin & slower tenant demand 🔍 Verifying rent projections: PM data, local comps, Rentometer 📈 Filling units fast vs pushing rents — how to decide 🔨 Why in-house rehab creates predictability, speed, and confidence 🌲 Door County life, deer season, and investing the Wisconsin wayGiveaway Reminder: 🎉  Subscribe on YouTube, follow us on Instagram or Facebook, then comment “DONE” on the pinned post and tag two friends. Share the giveaway post to earn a bonus entry.Prizes: • One-hour coaching session with Corey • $250 Amazon gift card • Wisconsin Investor Starter Kit (merch, books, coffee)Want to reach Eddie? The best way to connect with him is through https://rulepropertymanagement.com/

  25. 65

    From Market Crash to Multi-Million Dollar Wisconsin Portfolio: Secrets & Strategies

    Send 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.Don't miss out on this episode packed with real-world advice and strategies to help you succeed in Wisconsin real estate!Timestamps: 00:00 – Intro and Giveaway Announcement 05:00 – Ben's Journey into Real Estate 15:00 – How Market Timing Changed Everything for Ben 22:00 – Managing Different Property Types (Short-Term, Long-Term, and More) 30:00 – Financing Deals: BRRRR, Private Money, and Lines of Credit 40:00 – Tips for New Investors & How to Make Your First Deal Happen 48:00 – Pivoting in Today’s Real Estate Market and Staying Opportunistic 54:00 – Final Words and How to Get Involved in Real Estate Today🔑 Key Takeaways:How to use the BRRRR method and creative financing to grow your portfolioThe difference between short-term and mid-term rentals in today’s marketHow AI and technology are changing property managementThe importance of having multiple exit strategies for each property✨ Giveaway Details: We're giving away some amazing prizes to our loyal listeners! Three winners will receive:A 1-hour Real Deal Strategy Call with CoreyA $250 Amazon or Visa Gift CardA Wisconsin Investor Starter Kit (merch, books, coffee!)How to Enter:Subscribe to our YouTube channelFollow us on Instagram or FacebookComment "DONE" on our pinned giveaway post on Facebook or Instagram and tag two friends!Bonus entry: Share the pinned giveaway post on your social media and tag @TheWisconsinInvestor!If you enjoyed today’s episode, please support the show by leaving a review and subscribing. It helps us reach more listeners like you and keep bringing valuable insights every week!You can also connect with Ben directly at [email protected] or check out his YouTube Channel @CheersLB for more content and real estate tips.Thank you for supporting the podcast, see ya next week!

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    Avoid Taxes, Build Wealth: Self-Directed IRA & 401k Strategies

    Send us Fan MailTaxes 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.Plus:• What the IRS allows vs. what custodians offer • Prohibited transactions and disqualified persons • Cash, leverage, and partner funding structures • Roth conversions, backdoor Roths, and step plans • How to turn old 401ks into private money for your deals • HSA and CESA strategies🎧 Ready to keep more of what you earn? Hit follow, share this with a friend sitting on an old 401k, and grab your free “BRRRR for Beginners” course to land your first deal in 45–90 days.📩 Contact Mikey Liello: [email protected]

  27. 63

    Mistakes to Mastery: Real Estate Lessons That Changed Everything

    Send 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 creative problem-solving strategies that turn losing flips into winning deals.Here’s what you’ll take away: 💼 Moving from sales to real estate freedom 💰 Paying for mentorship to force commitment 🔑 First wholesale win by connecting the right buyer 🛠️ Ethics of wholesaling and clear exits 🏡 Rent-to-own as a lifeline for thin or losing flips ⚠️ FHA and VA pitfalls like chipped paint and safety flags 💪 Knowing strengths and outsourcing fieldwork 📝 Building a hiring process and culture fit 📈 Scaling teams, masterminds, and mindset shiftsWant to scale your real estate journey? 🎯 We’re offering free coaching calls and our BURR For Beginners course—at no cost! Head over to WisconsinDiscountProperties.com and mention you heard it on the podcast, and type “podcast” to claim your offer. Don’t forget to subscribe, leave a review, and share this with a friend who could use a little nudge forward! 🚀

  28. 62

    School Teacher to Investor: How Duplex Joe Built a Storage Portfolio From Scratch

    Send us Fan MailWhat 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 ride comps — and storage values ride NOI🧮 How to force appreciation by improving income and trimming expenses⚡ The fast-offer framework that turns phone calls into contracts💬 How to handle common seller objections with confidence💰 When you’re truly ready to scale: reserves, systems, and stability first🤝 How local meetups like REI Success Club fuel real deal flow🧰 Free tools at Duplex University to strengthen your financing packageJoe gets honest about the tradeoffs — fewer tenant calls, but tougher deal access — and why staying disciplined with underwriting and reserves separates investors who last from those who burn out.Whether you’re just starting with your first duplex or thinking about your next leap, this episode will sharpen your playbook and remind you: in Wisconsin real estate, steady beats flashy every time.If you’d like to reach out to Joe for questions, advice, or collaboration, you can contact him directly at [email protected]👉 Subscribe, share, and drop a quick review — it helps more local investors find the show. 🎧 Listen on Spotify, Apple Podcasts, or YouTube. 📩 Have a guest or topic idea? DM us @TheWisconsinInvestor  — we’d love to hear from you!

  29. 61

    Flip Your Way to Six Figures: From Stuck Condo to Green Bay Profit

    Send 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 🧰 Using contractors to validate budgets and scope 🤝 Making flexible offers that solve sellers’ real problems 💸 Leveraging bridge loans and HELOCs for speed and runway 🏦 Using DSCR loans to refinance unbankable deals 📊 Tracking interest, fees, and holding costs with discipline 💬 Building trust to raise private money ethically 🔁 Preparing multiple exit strategies for shifting ARVsJennie’s story is proof that progress beats perfection — and that consistent, informed action compounds into confidence and capital.If this episode helps you take your next step, please share it, rate it, and leave a quick review.⭐ Every rating helps us reach more Wisconsin investors and get closer to our goal of 100 episodes built by real people doing real deals.

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    How 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 deals + find money 🏗️ • Why ARV lending and structure can save thin projects 🏦 • How to unlock and guardrail a HELOC at low rates 👨‍👩‍👧‍👦 • Turning family equity into yield with fair spreads 🗣️ • Private money scripts that avoid the awkward ask 📈 • Proof-then-scale strategy for bigger private checks 🤝 • Building credibility through sharing and consistency 🏛️ • Community banks vs. big-box underwriting limits 📊 • Amortization trade-offs + credit union seasoning 💸 • Hard money for speed, reliability, and deal backups 🧱 • The four-bucket capital stack every investor needs📩 Have a topic idea for our live Zoom series? Email [email protected] or message us on Facebook.🎧 Support the show: ⭐ Leave a review on Apple Podcasts (help us hit 60!) 📺 Subscribe + comment on YouTube to grow #TheWisconsinInvestor community.

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    From Analysis Paralysis to First Flip: Page Nelson’s Fast-Track Lessons

    Send 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 Discount Properties (for action-ready investors) 🧠 How Page turned analysis paralysis into action—and why clarity kills fear 💰 The first flip win: tight scope, clean exit, and strong ARV strategy 🧱 Second flip struggles: distance, timelines, contractor prep, and carry costs ⚡ Hard money breakdown: speed, cost, points, and six-month pressure 📏 Rehab math: quotes vs. gut instinct + a siding cost surprise 🤝 The power of networking—REI meetups, success clubs, and referrals 📍 Dialing in the buy box: closer deals, better margins, less stress 🌅 Wisconsin lifestyle perks: Door County weekends + supper clubs 📲 How to connect with Page for deals, collabs, and questions🎧 Listen now on Spotify, Apple Podcasts, or YouTube. If you enjoyed the episode, please share it, subscribe, and leave a review—it helps us reach more Wisconsin investors like you!📞 Connect with Page Nelson: 920-247-2536

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    From Contractor to Investor: BRRRR, Bold Offers & Smarter Systems

    Send 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 📋 The investor’s playbook for managing scope, quality, and timing 🤝 How to give tough feedback to contractors (without burning bridges) 🏠 Real BRRRR duplex numbers: purchase, rehab, refi, and cash flow 📉 Negotiating stale MLS deals into instant equity wins 💸 Cost seg + bonus depreciation strategies most investors miss ⚖️ Lessons from divorce: equity splits, commissions, and closing costs 🛠️ A starter blueprint for running numbers and building your cost sheet🎧 Listen now to level up your flips, rentals, and systems. Don’t forget to share this episode, hit subscribe on YouTube, and leave a review—it helps us grow the show and bring you even more real-world investor insights.Connect with Kent📞 (920) 716-8031 📩 https://www.mrsandless.com/northeast-wisconsin-wood-floor-refinishing.php 🔗 Follow Kent on Instagram/Facebook — https://www.instagram.com/northeastwimrsandless/#

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    Base Hits to a 55-Door Deal: How Systems + Creative Financing Built Freedom

    Send 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 money in holding costs 📈 The math behind forced appreciation—and how to underwrite deals in high-rate markets 🌊 Launching Bay House Landing: transforming investing into community impactWhether you’re on your first deal or scaling past 50 doors, this episode breaks down how discipline, systems, and creative finance can fast-track your journey to freedom.🎧 Listen now and start building the systems that keep your portfolio—and your life—running on autopilot.

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    Rolling with the Punches: Sean Gibbons’ Guide to Real Estate Resilience

    Send us Fan MailSean 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 creative land contract • Practices radical transparency with lenders when defaults loom • Preaches flexible exit strategies and “being like water”—flowing around obstacles • Stays locked on the destination (financial freedom) while adapting the route

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    From $10/Hour Apprentice to 64 Rental Units

    Send us Fan MailWhat 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 him survive every market cycle from pre-2008 to today’s high-interest rates📲 Why he no longer spends big on marketing—and gets most deals through social media + word of mouth💰 A full breakdown of the BRRRR strategy that allowed him to scale with minimal personal capital🔑 How private lending relationships develop naturally once you build a track record📈 Why buying at a deep discount matters more than obsessing over cash flow🏘️ The overlooked opportunity in Section 8 rentals: above-market rents + guaranteed paymentsWhether you’re just getting started or looking to scale, this is a masterclass in building wealth through resilience, reputation, and creative problem-solving.

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    Why $23 Per Door Cash Flow Is Still A Great Deal: A Deal Breakdown

    Send us Fan MailWhat 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 with the appraiser. The refinance allowed Corey to pull out $192,000, leaving almost no capital in the deal while creating substantial equity.What makes this episode particularly valuable is the transparent discussion of both challenges and solutions. When the initial appraisal came in $30,000 below expectations, Corey used ChatGPT to craft a detailed rebuttal that successfully convinced the appraiser to revise the value upward. He also shares his creative financing approach, combining a home equity line with cash value from a life insurance policy to fund the acquisition.The most thought-provoking aspect? Despite creating significant equity, the property only cash flows $46 per month ($23 per door). This perfectly illustrates why BRRRR is primarily a wealth-building strategy rather than a cash flow play – and why maintaining other income sources remains crucial while building your portfolio. As Corey explains, "This is not a get rich quick thing... but in a few years this thing is going to be worth probably $275,000-$280,000, and our debt will be down lower."Share your thoughts on this deal breakdown and let us know what other real estate topics you'd like covered in future episodes. Message Corey directly on Facebook with your feedback, and don't forget to rate, review, and share to help spread these valuable insights to more aspiring investors.

  37. 53

    The Cash Flow Myth: Building Real Wealth in Real Estate w/ Jimmy Vreeland

    Send us Fan MailWhat 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 advantages, and strategic refinancing. 🔑 Jimmy reveals his “BRRRR Key” method—a smarter path for busy professionals to invest passively while keeping their main income. 💰 We cover cost segregation, bonus depreciation, private lending, and current hard money terms that can help offset taxes and maximize returns. ⏳ And most importantly—we explain why waiting for “perfect” market conditions is costing you more than you think.Whether you’re a high-earning professional or an aspiring investor, this episode will shift the way you look at real estate forever.👉 Tune in now to learn how to start your wealth-building journey today.

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    From College Dropout to 50 Flips a Year with Carter Crowley

    Send us Fan MailFrom 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 profit-per-month instead of total profitHis simple deal formula: ARV × 90% – 10% (holding + commissions) – rehab – profit = max purchase priceThe crucial lesson: build banking relationships before you need themHow mentorship programs like Fortune Builders & CCF accelerated his successWhy focusing on consistent, smaller wins beats chasing $50k profits every timeCarter’s story shows that flipping isn’t about luck—it’s about systems, speed, and strong connections.

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    Got Laid Off. Flipped a House. Made $35K First Deal. Here's How.

    Send us Fan Mail📉 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 businessThe foundation problem flip that scared away other investors (but made him $35K)Leveraging Home Depot’s kitchen design services to save time and moneyTransitioning from corporate structure to entrepreneurial freedomBalancing work-life with a blended family of 6 kidsBuilding out a portfolio of long-term and short-term rentalsHow he handles low appraisals and confidently runs the numbers💬 Want to connect with Eric personally? Follow him on Facebook → facebook.com/eric.nelson.56 (Tip: Look for the profile showing a family man, investor, and Midwest local — that's our guy.)💥 Whether you're new to investing or looking to scale, Eric's story proves you don’t need decades of experience — just the guts to get started and a smart strategy. His journey from “flip phones to flipping houses” will leave you inspired, educated, and ready to take action.👇 Get off-market Wisconsin real estate deals every week at 6AM: 📬 Join the Buyers List🔔 Subscribe now for more real investor stories and cash-flow strategies.#realestateinvesting #houseflipping #BRRRR #wisconsinrealestate #passiveincome #financialfreedom #thewisconsininvestorpodcast #propertyinvestment

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    How to Build Tax-Free Wealth with BRRRR: The Strategy Most Investors Are Sleeping On

    Send us Fan MailWhat 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 wealth over 15 yearsWhy cash flow is nice, but equity and refinancing are the real wealth buildersThe shocking truth: 7% vs. 5.5% interest? Just a $5K difference in equity after 5 yearsHow Corey pulled out $240K tax-free from one BRRRR deal — with no cash flow for two yearsWhy just 2 BRRRRs a year for 5 years could get you $170K+ tax-free… every yearHow Wisconsin cities like Green Bay, Oshkosh, and Manitowoc are quietly boomingIf you’re tired of waiting on the sidelines, this episode proves that you don’t need perfect market timing — just a smart strategy, systems, and action.💸 Want BRRRR-ready off-market deals? Join the buyers list at WisconsinDiscountProperties.com — new deals hit your inbox every Monday at 6AM.🎙️ Subscribe to The Wisconsin Investor for more tactical real estate strategies, mindset shifts, and real-world investing wins.

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    The Note Investing Strategy Banks Hope You Never Learn

    Send us Fan Mail🎙️ 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 nearly 90% returns on a $12,000 note while helping a family avoid foreclosure • The top strategies for working with borrowers, foreclosing when necessary, or reselling notes for profit • The “sweet spot” for non-performing notes ($100K–$250K) • How to source notes directly from special asset departments, LinkedIn, and whole loan traders • How to fund deals through self-directed IRA investors (and how to find them) • Why note investing might be the most overlooked path to passive income and real impact💡 Scott’s approach proves you can create serious cash flow and do good in the process.🔥 Free Training & Resources: 📘 NoteWeekend.com — Grab Scott’s free 3.5-hour course on note investing 📞 TalkWithScottCarson.com — Book a call with Scott directlyOr check out Scott's Website by visiting: https://weclosenotes.com/Whether you're a seasoned real estate investor or brand new and looking for your first passive deal, this episode will open your eyes to a powerful strategy most people never hear about.

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    College Rental to 700+ Units in 7 Years: Ryan Gray’s Real Estate Empire

    Send us Fan MailFrom 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 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 living company, while still attending UW-Eau Claire, and how attending one Wisco REIA meeting kickstarted his real estate journey. Within six months, he closed 10+ deals—no mentorship, no coaching, no script. Just hustle and implementation.You’ll learn:How Ryan used creative seller financing to buy a $2M property with no money downWhy community banks are his secret weapon for fast, flexible closingsHis unique approach to deal partnerships (he splits profits with people who bring him leads)How self-managing his entire portfolio gives him an edge on underwriting and scalabilityWhy speed and simplicity beats over-planning every timeNow managing 100+ employees, Ryan continues to grow his portfolio while focusing on systematizing operations and finding the next big opportunity.Whether you’re just starting or scaling, this conversation is packed with tactical advice, mindset gems, and proof that momentum beats perfection. Don’t miss this one — it might be the push you need to take action.🎧 Listen now. 📍Want to meet investors like Ryan? Come to our next Wisco RIA meeting or grab our free BRRRR for Beginners course at wisconsindiscountproperties.comConnect/partner with Ryan @ryangray on Facebook and Instagram.If you have a deal, shoot it over to Ryan at 715homebuyersLLC.com

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    The Couple's Guide to Building Wealth One Flip at a Time

    Send us Fan MailWhat 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 properties. From using home equity to fund their first deal to learning how to invest as a couple (without killing each other), Andy and Vanessa open up about the wins, mistakes, and mindset shifts that helped them build real momentum.If you're juggling life, work, and the dream of building wealth through real estate — this episode is for you.💡 Inside This Episode:• How they funded their first flip with home equity• The mistakes they made early on (and what they learned)• The transition from DIY to hiring professionals• Tips for investing as a couple — and keeping the peace• Building a buy box, running numbers, and refining your strategy• Stepping into BRRRRs and building passive income• Honest talk about fear, balance, and flipping houses in Wisconsin🎧 Whether you’re here for tactical tips or just need a reminder that you can do this too — you’re in the right place.👉 Visit wisconsindiscountproperties.com to join our buyers list and mention this podcast to receive our BRRRR for Beginners course — a $3,000 value — completely free.

  44. 46

    The Big Beautiful Bill Explained — And How It Can Help You Build More Wealth

    Send us Fan MailNew 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-free over the next decade.Here’s what’s inside: • How to immediately write off ~20% of a property’s value • Why keeping a rental could now beat a $30K wholesale flip • How to stack bonus depreciation + Opportunity Zones to defer AND eliminate taxes • What the 20% QBI deduction and lower tax brackets mean for your business • And how to avoid depreciation recapture completely in 10 yearsIf you’re wholesaling, flipping, or buying rentals—you need to understand these updates. The investors who act on this info now are going to be way ahead when tax season hits.💡 Bonus: Join our buyers list at WisconsinDiscountProperties.com and get our FREE BRRRR for Beginners course delivered instantly.

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    How Wyatt Built a Real Estate Portfolio From 2,000 Miles Away (Without Using His Own Money)

    Send us Fan MailHow 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 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 (with zero dollars left in the deal)💰 Wyatt’s exact private money pitch that's working right now🧠 The “Who Not How” method for building scalable out-of-state systems🏦 Why community banks and credit unions can change your investing game🛠️ How to standardize materials, build a contractor team, and manage rehab from anywhere📱 Using Facebook groups to find real boots-on-the-ground help🧾 Why liquidity sometimes matters more than a lower interest rate📈 How Wisconsin’s stable, appreciation-driven market became his launchpadWhether you're in the Midwest or across the country, this episode is packed with actionable insights, mindset shifts, and proven systems to help you start investing—without needing to be local.🎁 Grab our free BRRRR course and join the buyers list at https://www.wisconsindiscountproperties.com

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    How This Investor Built a Virtual AI Team to Scale Real Estate (While Working Full Time)

    Send us Fan MailWhat 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, to creating AI assistants that hold him accountable, John shares exactly how he’s using modern tools to automate his investing workflow — and how you can too.In this episode, you’ll learn:How AI removes emotion from investing decisionsSimple tools like DealCheck and Rehab Estimator ProCreating your own GPTs with zero programming skillsUsing AI to analyze calls, track KPIs, and even post for you on social mediaWhy quality data is your most powerful asset in 2024Whether you're tech-savvy or just getting started, this episode will change how you think about leverage, systems, and scale.🎯 Bonus: Catch John live at our AI Panel Discussion at the REI Success Club — July 23 at The Woods Golf Course in Green Bay. Doors at 6PM, panel at 6:30.📲 Want to connect with John? Find him on Facebook: @johnmaxihttps://www.facebook.com/MaxiHomeBuyershttps://x.com/MaxiHomeBuyershttps://johnbuyswihouses.com

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    From Chiropractor to Real Estate Syndication Expert | Dr. Kate Gress’s Journey to Passive Income

    Send us Fan MailWhat 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 landlord. She shares how coaching, networking, and a clearly defined investment “buy box” have helped her build long-term wealth through value-add multifamily deals.Whether you're a busy professional or a real estate investor exploring passive income strategies, this episode is packed with real-world advice.📌 Topics covered:The structure of a real estate syndicationDefining your buy box (Kate’s focus: 40–80 unit B & C class multifamily)Using cost segregation to reduce your tax billFinding the right partners through networking and passive dealsWhy she’s planning to exit her chiropractic practice by 2026👉 Connect with Dr. Kate Gress:Kate’s LinkedIn: https://www.linkedin.com/in/drkategress/Ascend Equity LinkedIn: https://www.linkedin.com/company/ascend-equity1/Instagram: https://www.instagram.com/ascendequityyWebsite: https://ascendequitygrp.comFree Passive Income Playbook: https://link.ascendequitygrp.com/widget/form/jIEgAsoXMxwtgYPAj9io

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    Dylan Rusch on Land Investing: The Untapped Gold Mine Most Investors Ignore

    Send us Fan MailFrom 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 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 earned over $5,100 in its first month as an Airbnb. Using HELOCs before moving out, he created a rinse-and-repeat system that outperformed traditional rentals and gave him serious momentum.But the real pivot came when Dylan discovered land investing — a strategy that’s lower maintenance, scalable, and perfect for anyone looking to build wealth without tenants, toilets, or turnover. In this episode, he shares:His "House Hack Burster" method that made duplexes cash machinesWhy he transitioned to land for more flexibility and time freedomHow he uses tools like Land ID and Land Portal to analyze propertiesThe power of minor subdivides to boost value without heavy regulationHow he markets land before he even closes using Facebook and builder networksThe way he gives private money lenders 10% returns — sometimes in under 3 weeksWhy a $6K–$10K marketing budget is more than worth itIf you’re looking for passive income, off-market land deals, or want to partner with Dylan, this episode delivers real strategies, not just theory.🧠 Learn how to analyze land, structure profitable flips, and create mailbox money with less hassle.👉 To get on our Wisconsin buyers list and receive off-market properties with video walkthroughs and repair estimates, visit WisconsinDiscountProperties.com📲 Connect with Dylan on Instagram or Facebook: @drusch5

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    What It’s Really Like Doing Your First Real Estate Deal w/ Connor Derenne

    Send us Fan MailThe 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 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 you don’t need to be rich, experienced, or “ready” to invest in real estate. With student loans, limited savings, and zero prior experience, he took action anyway—and got creative with funding, partnerships, and mindset to make it happen.🎧 What You'll Learn:• How Connor structured a partnership with his dad that benefited both sides • Why your “why” is key to setting real, measurable goals • The snowball effect of real estate investing — and how small wins lead to big growth • Smart strategies for using low-interest student debt to build assets • How to overcome fear and self-doubt when your first offer gets accepted • Why networking and volunteering are powerful tools to get educated (for free) • Lessons on goal setting, funding, and deal analysis from a first-timer's lens • Balancing fast growth vs. burnout in your investing journeyWhether you're just getting started or thinking about your first investment property, this episode is a must-listen. It’s honest, tactical, and packed with motivation to help you get in the game—even if you think you’re not ready.✅ Subscribe now on Spotify, Apple Podcasts, YouTube, or your favorite platform. 🔗 Visit wisconsindiscountproperties.com to join our buyers list, get access to off-market deals, or schedule a strategy call to map out your investing goals.

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    From Foreclosed to Financially Free w/ Chris Charles

    Send us Fan MailIs 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 specials" with his dad as a kid ➡️ To acquiring multiple rental properties and navigating the ups and downs of the market ➡️ Including getting served foreclosure papers during the 2008 housing crash—and how that moment became a turning point in both his life and his investing mindset.“The next day, the air still breathed the same.”That realization changed everything. It’s one of the most powerful moments we’ve ever captured on the show.🔑 What You’ll Learn:How to push through fear and analysis paralysisWhy some investors freeze while others thriveThe rent-to-own strategy Chris used to maximize cash flow and eliminate realtor feesMust-know title insurance tips (shared driveways, easements, and more)A balanced take on Dave Ramsey’s debt-free philosophy vs. strategic leverageHow to invest wisely even when your spouse or partner is more risk-averseWhether you're stuck on your first deal or trying to scale, this episode delivers the emotional clarity and tactical knowledge you need to take your next step.🎧 Who This Is For:New investors afraid to pull the triggerExperienced investors reflecting on risk, debt, and long-term strategyAnyone interested in rent-to-own, off-market real estate, or building generational wealthThis isn’t just another real estate highlight reel. It’s real talk about fear, failure, and building a future anyway.

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ABOUT THIS SHOW

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.

HOSTED BY

Corey Reyment

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