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. 2d ago

    50 Flips a Year and a $30K Equity Deal Out of College: Two Wisconsin Investors on Getting Started Fast

    Send us Fan Mail Most people wait too long. They wait for more money, more experience, more certainty. These two didn't. Carter Crowley dropped out of UW after one year, grinded as a buyer's agent for five years, and made the call during Covid to go all in on flipping. He now does around 50 flips a year in the Fox Valley, buying most of them with just closing costs out of pocket thanks to a community bank relationship he spent years building. Carter and his dad started with a $65,000 deal financed by family, a credit card, and a lot of sweat equity. Today they're financing at 85% of after repair value through a local lender who knows and trusts them. Connor DeRenne graduated college in Milwaukee, started at Wisconsin Discount Properties two weeks later, and closed on his first investment property less than a year out of school. He bought a duplex nobody else made an offer on for $245,000. It appraised at $290,000 on day one. Thirty thousand dollars in equity just from buying right. In this compilation episode you'll hear both of them break down exactly how they got started and what they'd tell anyone sitting on the fence right now. What's covered: How Carter went from $65,000 family loan and a credit card to financing flips with just closing costs out of pocketThe community bank relationship that changed everything for Carter's business and how long it took to buildHow Connor approached his dad as a private money partner, what he showed him to overcome the fear, and how they structured the dealWhy Connor's goal went from 50 doors in seven years to 100 doors in one conversation with his dadCarter's profit per month formula and why it determines whether he does a full rehab or just cleans and relistsCarter's exact offer formula: ARV times 90%, minus rehab, minus profit marginWhat Corey learned the hard way putting a manufactured home on a Jackson County property with surprise costs that blew the budgetWhy losing on a deal isn't the problem. Never doing another one isWhat Connor told himself in the two-hour window after his offer got accepted when he almost talked himself out of itGet off-market deals every Monday at 6am: WisconsinDiscountProperties.com

    30 min

  2. Jun 9

    Where to Get the Money: 4 Funding Buckets Every Wisconsin Real Estate Investor Needs

    Send us Fan Mail If you're sitting on the sidelines right now, not buying deals, there's a good chance the real reason isn't the market, the interest rates, or the deal flow. It's that your financing options are thin and you've been telling yourself a story about why that's okay. Corey sat down with ten investors at a recent REI Success Meeting in Green Bay and asked a simple question: when was the last time you did a deal? Most of them hadn't bought anything in far longer than they realized. And when he dug into why, almost every answer came back to money. Not a lack of it. A lack of organized access to it. In this solo episode, Corey breaks down the four buckets of capital every Wisconsin investor needs to have ready before the right deal shows up. Hard money: what it costs in northeast Wisconsin, what loan to value you can expect, and why it should be your last resort but your first call to set up. Home equity lines of credit: why dead equity in your house is the most overlooked funding tool in real estate, how to get one at 90% loan to value, and how to recycle it across multiple deals in a single year. Private money: the exact conversation starter Corey uses with family and friends, how to structure the deal so your lender is protected, and why baby boomers are sitting on more capital right now than at any point in history. Community banks: how Wisconsin investors get after repair value loans at the time of purchase, why this is nearly impossible to find in most other states, and what it costs to get started. If you can build at least two options inside each of those four buckets, financing stops being an excuse. This episode shows you exactly how to get there. Get off-market deals sent to your inbox every Monday at 6am: WisconsinDiscountProperties.com

    32 min

  3. Jun 3

    The BRRRR Method Explained: How to Build $200K in Equity on One Wisconsin Deal

    Send us Fan Mail Most investors think they need a briefcase full of cash to build a serious rental portfolio. They don't. They just need to understand how to recycle the same dollars over and over again. In this solo episode, Corey breaks down the BRRRR method from the ground up, with real numbers, real deal examples, and a clear picture of what this strategy actually does to your wealth over time. What's covered: Why buying turnkey on the MLS locks up your capital and slows your growthHow to force appreciation, pull your money back out, and go do it againA $300,000 ARV example with zero appreciation that still produces $206,000 in equity after 15 yearsWhat 4% annual appreciation does to that same deal: $446,000 in equityWhy the interest rate difference between 5.5% and 7% barely moves the needle on wealth buildingWhy buying today at 7% might be smarter than waiting for rates to dropThe real math on replacing your W-2: two BRRRR deals per year for five years gets you to $170,000 in tax-free incomeCorey's 16-unit deal where he pulled $240,000 tax-free two years after closing without ever cash flowing a dollarWhat happens when an appraisal comes in low and how to fight itHow to find contractors as an out-of-state investor using Facebook and the WDP networkPlus real deal walkthroughs including a mobile home on 8.4 acres in Oshkosh nobody else wanted, and a duplex Corey just got a low appraisal on and is actively fighting. Get off-market deals sent to your inbox every Monday at 6am: WisconsinDiscountProperties.com

    53 min

  4. May 26

    Building Big in Wisconsin: 52 Doors at 28 and 700 Units in 7 Years

    Send us Fan Mail Two Wisconsin investors. Two very different scales. One common thread: they both figured out how to move fast. Zach Morgan is 28 years old and holds 52 long term rentals, almost all of them BRRRed, after going solo just two years ago with 13 units and a low overhead lifestyle. Ryan Gray started a licensed assisted living business out of his college house at UW Eau Claire, parlayed those business reps into real estate, and hit 700 units of multifamily in seven years without ever doing a syndication. In this compilation episode you'll hear both of them break down how they actually did it, including: How Zach scaled from 13 to 52 doors in two years using community banks and the BRRRR method almost exclusivelyThe 40 unit creative finance deal that changed Ryan's entire trajectory, where he showed up to closing and got a check instead of writing oneWhy Zach started Caffeine and Cash Flow, now running at five Wisconsin locations, and what intentional networking actually looks likeHow Ryan self-manages 700 units with a head PM, four admins, and five maintenance guys, and why he says it's the only way at that scaleWhat Zach's first duplex looked like, two hoarders not paying rent with the city already involved, and why he's glad he bought itHow Ryan thinks about partnerships, what goes in the operating agreement up front, and why the exit conversation matters more than the entryWant the full conversations? Links below. Zach Morgan full episode:  Spotify: https://open.spotify.com/episode/18cvfsldDCtcgAx0SAdBZX?si=8f770020c0b44e39  Apple: https://podcasts.apple.com/us/podcast/28-years-old-and-52-rentals-zach-morgans-real-estate/id1773166436?i=1000695847364 Ryan Gray full episode: Spotify: https://open.spotify.com/episode/2u05Oh5U4nZVAq2p363ieC?si=c0120644d8c04124 Apple: https://podcasts.apple.com/us/podcast/college-rental-to-700-units-in-7-years-ryan-grays-real/id1773166436?i=1000719624600 Get off-market deals every Monday morning: WisconsinDiscountProperties.com

    32 min

  5. May 19

    From W-2 to Walking Away: Two Wisconsin Families Who Replaced Their Income With Real Estate

    Send us Fan Mail Two families. Two completely different paths. One result: freedom through Wisconsin real estate. Matt and Katie Fihn out of Port Washington went from both working day jobs with two young kids at home to Matt walking away from his W-2 after just one completed flip. Katie followed shortly after, leaving a 19-year career to run the business full time alongside him. Greg Newman built a 50-door rental portfolio in the Northwoods over a decade, almost entirely while working full time. No outside partners, no big money raises. Just savings, lines of credit, and a slow methodical approach that eventually made quitting unavoidable. In this compilation episode, you'll hear both stories back to back, including: How one conversation at a playdate changed the Fihn family's entire financial trajectoryWhat Matt and Katie used as their trigger to pull the plug on the W-2How Greg accidentally discovered the BRRRR method and built from thereWhy Greg stayed in one lane for 12 years while resisting every shiny objectThe 20-30 deals the Fihns missed while juggling jobs and young kids, and what that cost themHow Greg brought 38 Northwoods doors back in-house after property management fell apart at scaleWhat both families say about the fear of walking away from a steady paycheckWant the full conversations? Links below. Matt and Katie Fihn full episode: Spotify: https://bit.ly/4diIWkO Apple: https://bit.ly/3PpdpVb Greg Newman full episode: Spotify: https://bit.ly/4dykkDv Apple: https://bit.ly/42KN4E0 Get off-market deals every Monday morning: WisconsinDiscountProperties.com

    48 min

  6. May 12

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

    Send us Fan Mail Most 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

    18 min

  7. May 5

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

    Send us Fan Mail Most 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 time They 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.

    37 min

  8. Apr 28

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

    Send us Fan Mail Is 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. markets One 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.

    26 min
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5
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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
    94
  • Rating
    Clean
  • Copyright
    © 2026 The Wisconsin Investor
  • Show Website
    The Wisconsin Investor

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