Podcast
The Wisconsin Investor
Hosted by Corey Reyment · EN
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.
38episodes
Episodes
Newest firstAll episodes
Dead Equity: The Silent Portfolio Killer Most Wisconsin Investors Ignore
Feb 2400:33:21Tap to summarizeSend 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.
Transcribe →Breaking Into Commercial Real Estate in WI (Without 25% Down)
Feb 1700:48:17Tap to summarizeSend 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:mason@parkplace-holdings.comLooking 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.
Transcribe →Bitcoin & Gold Are Crashing: What Smart Real Estate Investors Do Next
Feb 1000:25:16Tap to summarizeSend 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.
Transcribe →First Real Estate Flip Gone Wrong: Lessons From a $100,000 Rehab Overrun
Feb 300:49:50Tap to summarizeSend a textThis 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.comMatt: mtrichardson45@gmail.com
Transcribe →What Actually Moves Real Estate Deals Forward
Jan 2700:34:41Tap to summarizeSend a textIn this episode of The Wisconsin Investor Podcast, Reese Brown and Connor Derenne tackle the real conversations they have every single week with Wisconsin investors. Not theory. Not guru advice. The objections and roadblocks that actually stop people from doing deals.The episode focuses on why so many investors feel stuck, what “analysis paralysis” really looks like in practice, and how clarity around goals, buy boxes, and networking is what actually moves deals forward.Rather than talking about market timing or perfect deals, Reese and Connor break down:🔍 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.
Transcribe →Real Estate Investing Basics: Leverage, Equity, and Long-Term Wealth
Jan 2000:24:23Tap to summarizeSend a textIn this solo episode of The Wisconsin Investor Podcast, Reese Brown steps in behind the mic and brings the conversation back to the basics, & why real estate still works in 2026.Rather than chasing trends or debating headlines, this episode focuses on fundamentals: leverage, equity growth, long-term appreciation, and tax advantages. Reese challenges the idea that cash flow is the only thing that matters and reframes real estate as a system, not a single bet.Using simple analogies (including gold, leverage, and tenants as “partners”), the 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.
Transcribe →From $100M in Real Estate to Federal Prison — The Lessons That Rebuilt Everything
Jan 1300:58:38Tap to summarizeSend a textCorey sits down with Mike Morawski, a longtime real estate investor who’s seen every side of the business — massive growth, catastrophic failure, federal prison, and redemption back into multifamily investing and coaching.Mike shares how he went from:Building a $100M+ real estate company in 30 monthsOwning 4,000+ units across five marketsManaging 7,500 units and 100 employees…to losing everything after the 2008 crash due to:Growing too fastOverleveragingBeing undercapitalizedIgnoring red flagsFailing to communicate transparently with investorsThe conversation goes 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
Transcribe →Three Decades In Real Estate: Grit, Coaching, & Focus
Jan 600:53:02Tap to summarizeSend a textIn this episode of The Wisconsin Investor Podcast, Corey sits down with Chris Hake, a 30+ year Wisconsin real estate investor and founder of Wisco REIA, to break down what actually leads to long-term success in real estate.They dive into real-world lessons from multiple market cycles and unpack why most investors get stuck — even when they’re working hard.In this episode, you’ll learn: • What 30+ years of investing in Wisconsin teaches you about risk and growth • Key lessons from the 2008 crash that 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: 📧 chrishake@gmail.com 🌐 www.wiscoria.com
Transcribe →28 years old and 52 Rentals: Zach Morgan's Real Estate Empire and Networking Mastery
Feb 25, 202500:47:53Tap to summarizeSend us a textZach "Big Money" Morgan reveals the art of transforming a modest start into a thriving real estate empire. Inspired by industry stalwarts like Grant Cardone and Bigger Pockets, Zach shares his impressive journey from a traditional job to owning 52 long-term rental properties. We dive into the nuances of sustaining active income through strategic property flips and wholesales, all while navigating the challenges of rental income. Zach’s background in sales, coupled with a serendipitous meeting at a Wisco REI event, paved the way for his success, highlighting the importance of seizing opportunities and leveraging connections.In our conversation, we unlock the secrets to working effectively with lenders to fuel real estate growth. Discover the initial advantages of engaging with hard money lenders, and how savvy investors transition to more flexible options like community banks or commercial lenders. Our discussion offers practical insights into selecting the right lender, focusing on their adaptability, communication style, and risk appetite. Through personal stories, we underscore the critical need for clear communication and a well-defined business model, ensuring that lender partnerships are aligned with your unique investment strategies.Networking emerges as a powerful tool in the real estate world, and Zach and I explore how it can propel your business to new heights. From the strategic use of the BRRRR strategy to the pivotal role of real estate gatherings like Real Estate Investor Association meetings, we highlight the importance of community and collaboration. We also share a remarkable first property purchase story that underscores the importance of patience and resilience. As we conclude with a nod to the hidden gem of Sheboygan, Wisconsin, we invite you to join us on this journey of insights and inspiration, ready to fuel your real estate aspirations.
Transcribe →From Dog Hair to Dollars: The Farleys' Investment Story
Feb 18, 202500:37:03Tap to summarizeSend us a textEver wondered how an everyday couple from Shawano, Wisconsin, turned their first duplex into a thriving real estate investing business? Meet Cayla and Brandon Farley, whose journey began in 2016 with a house hacking strategy, leading to a thriving investment portfolio. Listen as they recount their early days, navigating unexpected challenges like mountains of dog hair, and how these experiences laid a solid foundation for their future investments. Through a meticulous mix of leveraging HELOCs and securing creative financing, the Farleys reveal their secrets to transforming properties into lucrative assets.In this episode, we unravel the strategies that propelled Cayla and Brandon to success, from choosing the right financial partners to mastering the art of flipping properties. Brandon sheds light on how he and Cayla divide and conquer their responsibilities, combining their skills to manage both a fence company and a real estate venture. We discuss the strategic choice between outsourcing and hands-on work, and their ambitious goal to replace their income with passive earnings from well-chosen buy-and-hold investments. Their story is a masterclass in balancing entrepreneurial ventures with personal strengths.But the journey doesn't end there—dive into other compelling real estate tales, including Joey and Chrissy's transformation of a multi-unit property into short-term rentals. Discover the thrill of flipping a fire-damaged house and the unexpected pitfalls that come with it. We explore the growing trend of converting motels into apartments and emphasize the importance of networking in the real estate community. This episode is packed with real-life insights, valuable lessons, and the inspiration you need to fuel your own real estate ambitions.
Transcribe →