The Wisconsin Investor

Corey Reyment
  • 5.0 (16)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

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. 4D AGO

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

    Send us a text This 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: ashley@ibuywi.com Matt: mtrichardson45@gmail.com

    50 min

  2. JAN 27

    What Actually Moves Real Estate Deals Forward

    Send us a text In 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 advantage The core theme is simple. Progress comes from clarity and action, not more consumption.

    35 min

  3. JAN 20

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

    Send us a text In 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.

    24 min

  4. JAN 13

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

    Send us a text Corey 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 Morawski Website: 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

    59 min

  5. JAN 6

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

    Send us a text In 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 deals If 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: 📧 chrishake@gmail.com 🌐 www.wiscoria.com

    53 min

  6. 12/30/2025

    My Most Expensive Real Estate Mistakes (So You Don’t Repeat Them)

    Send us a text In 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.

    28 min

  7. 12/23/2025

    How One Simple Offer Formula Unlocks More Real Estate Wins

    Send us a text The Simple Offer Mistake Costing WI Investors $25K–$30K Per Deal Many 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 them If 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 corey@ibuywi.com

    26 min

  8. 12/16/2025

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

    Send us a text What 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 make If 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!

    35 min
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5
out of 5
16 Ratings

About

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. 

Information

  • Creator
    Corey Reyment
  • Years Active
    2024 - 2026
  • Episodes
    75
  • Rating
    Clean
  • Copyright
    © 2026 The Wisconsin Investor
  • Show Website
    The Wisconsin Investor

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