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. 6d ago

    Why You're Still Not Buying Deals (It's Not the Market)

    Send us Fan Mail Some people have been on the Wisconsin Discount Properties buyers list for two years and have never bought a single property. They get every deal, they run the numbers, and nothing happens. Meanwhile somebody else on that exact same list is buying those deals. The difference almost never comes down to money. In this solo episode Corey breaks down the two skills that actually separate the investors who buy from the ones who stay on the sidelines for years, and why most people are only working on one of them. What's covered: Why more deal flow won't fix the problem, and how this is an execution problem, not an information problemWhat usually changes in someone's life right before they finally buy their first dealThe two skills that matter: running numbers accurately and getting access to capital, and why people neglect the second oneWhy the traditional 25 to 30 percent down mindset builds a ceiling that keeps people out for yearsHow coupling a line of credit or a private lender with a community bank can get you into a deal with none of your own cash at the closing tableWhy cheaper money doesn't just help you close, it helps you win the deal against other buyersThe number one reason people miss out on deals: running their numbers too conservativelyWhy an inflated rehab budget quietly kills deals that actually work, and how to get better at scopingWhat to have lined up before a good deal ever hits your inboxHow to use pre-inspected deals and inspection reports to sharpen your rehab estimates, even from out of stateJoin the buyers list free at WisconsinDiscountProperties.com and start getting deals across northeast Wisconsin in your inbox every week.

  2. Sep 1

    Losing It All and Building It Back: Two Investors on Failure, Mindset, and the Comeback

    Send us Fan Mail Everybody loves a success story. Almost nobody talks about what it takes to rebuild after everything falls apart. This episode is about exactly that. Mike Boyea bought his first duplex in 2003 with no college degree and a lot of ambition. Then the 2008 crash hit and he lost nearly everything. A land contract that got foreclosed on, an arson, a string of poor decisions, and the lights literally getting shut off. He rebuilt from there, and today he runs over 50 rental doors and flips 60 to 70 houses a year, with new construction on top of it. He breaks down the financing buckets that let him move fast, why he'll happily pay more for private money in exchange for speed, and the hire he waited far too long to make. Brad Chandler is a Wisconsin Badger who has done over 4,500 real estate deals. On paper he was a massive success, but he candidly walks through how five mistakes cost him $9 million, including a $1.9 million lawsuit driven purely by ego and a $930,000 loss on a house he thought he could subdivide. Brad connects those decisions back to the beliefs that quietly run 95 percent of our behavior, and shares the practical framework he now uses to catch himself before those patterns cost him again. What's covered: How Mike went from a distressed starter duplex to 50 plus doors and 60 to 70 flips a year, all without a degreeWhat losing nearly everything in 2008 taught Mike about tenants, properties, and the people he surrounds himself withWhy Mike goes to private money before banks, and how stacking multiple financing sources keeps him from ever passing on a good dealThe limiting belief that kept Mike from hiring for 15 years, and why the right people often do the job better than he canHow Brad traced $9 million in business mistakes back to a single belief about his own worthBrad's framework for catching a negative pattern in the moment: get present, name the emotion, give yourself compassion, and get gratefulWhy fixing the relationship you have with yourself is what actually fixes everything downstream, including your businessBrad's take on why chasing money to prove your worth backfires, and what happens when you build for impact insteadGet off-market deals every Monday at 6am: WisconsinDiscountProperties.com

  3. Aug 24

    How I Analyze a Flip in 20 Minutes: A Real Manitowoc Deal Nobody Else Wanted

    Send us Fan Mail Thousands of people on the Wisconsin Discount Properties buyers list saw this deal. Not one of them made an offer. Corey ran the numbers again, liked what he saw, and bought it himself. It is now a flip on track to produce around $36,000 in profit. In this solo episode Corey walks through his entire deal analysis process on a real property in Manitowoc, from the first look at the deal release all the way to the final number in his flip calculator. This is the actual step by step framework he uses on every deal he considers. What's covered: How Corey uses a third party inspection report to spot the big defective items before spending real time on a dealWhy he sends the inspection report and video walkthrough to a contractor before making a decisionHow he pulls comparables, adjusts for garage space, lot size, and condition, and why he still runs his own comps even when they are providedWhy after repair value is the single most important number in the entire analysis, and why ten different appraisers will give you ten different answersHow to run comps without MLS access using Zillow, including the square footage and lot size ranges he searchesThe full Flipper Force breakdown: ARV, purchase price, detailed rehab scope, fixed costs, holding costs, and selling costsWhy 6 percent real estate commission is too much for an investor and how to negotiate it downHow financing costs quietly kill deals, and what happens to the profit when the interest rate climbs or points get addedWhy the deal nobody offered on was actually a missed opportunity for thousands of peopleThe software Corey uses to run these numbers: https://flipperforce.com/?fp_ref=corey74 Join the buyers list free at WisconsinDiscountProperties.com and start getting deals like this in your inbox every week.

  4. Aug 5

    Full Time Jobs, Four Kids, and Dozens of Doors: 2 Wisconsin Couples on Building Big Without Quitting

    Send us Fan Mail Two of the most common excuses for not getting into real estate are "I don't have the time" and "I don't have the money." These two couples take both excuses off the table. Joey and Krissi Schueler built around 20 doors while raising a family and running a dog breeding business on the side. Joey is one of the longest tenured team members at Wisconsin Discount Properties and has personally underwritten over 500 deals, which means he can size up a rental in about 20 minutes. Krissi left a long corporate career to run the flip and rental side full time. Together they run a mix of flips, long term rentals, and short term rentals, including a nine unit they BRRRed into a free and clear cash flowing property. Justin and Moira Callan hold 48 units while both still working full time W2 jobs and raising four kids. Justin is a private banker and Moira runs digital marketing. On top of all that, they're converting a 1929 bowling alley in Sturgeon Bay into workforce housing using state and county lending programs most investors have never heard of, including one loan at a 1 percent interest rate. What's covered: How the Schuelers used an income approach appraisal to pull every dollar back out of a nine unit, including their down paymentThe cost segregation and real estate professional strategy that lets one spouse's active income get wiped out by depreciationHow the Callans built 48 units in the pockets of two full time jobs, four kids, and a high school coaching scheduleThe 1 percent and 2.5 percent loan programs the Callans stacked to fund workforce housing in a small Wisconsin townWhy Moira bought a bowling alley she has never played a full game on, and how it pays for the housing above itJoey's fast underwriting process and why a deal that works as a flip gives you a built in exit even if the rental math gets tightThe "what is your time worth" exercise and why paying a property manager 10 percent often makes more sense than self managingThe hardest lesson both couples learned: letting go, trusting your contractors, and delegating everything that isn't finding deals or finding moneyGet off-market deals every Monday at 6am: WisconsinDiscountProperties.com

  5. Jul 21

    Where the Money Comes From: House Hacking, DSCR Loans, and the BRRRR Strategy Explained

    Send us Fan Mail The number one thing that keeps people out of real estate is not deal flow. It is not knowing where the money comes from, and assuming they need a pile of cash they do not have. Aaron Kramer has been a mortgage broker since 2018 and works with investors across northeast Wisconsin at Executive Mortgage. He breaks down house hacking from the ground up, including the VA loan that lets veterans buy a duplex with zero down, the FHA option at 3.5 percent down, and why lenders care so much about whether you have ever held a mortgage before. He also walks through DSCR loans, the investment product that qualifies you on the property's rent instead of your personal income, with no pay stubs, no W-2s, and no tax returns required. Then Corey takes the second half solo to break down the BRRRR strategy, which is still the fastest wealth building tool he has found in real estate. Buy, rehab, rent, refinance, repeat. What's covered: Why lenders want to see mortgage payment history before they will do long term financing, and how that affects first time investorsThe VA loan at zero down and the FHA loan at 3.5 percent down on a duplex, plus the appraisal condition issues that make FHA offers weaker in a competitive marketWhere your down payment is allowed to come from, including 401k loans, IRAs, and gifted funds from familyHow many times you can house hack in a row, and what makes a lender approve the third or fourth oneThe three things that make a DSCR loan different: no personal income verification, title in an LLC, and 30 year fixed rate financingHow qualified rent is actually calculated, and why the lender uses the lower of your lease or the appraiser's market rentThe 80 percent of ARV rule that makes a BRRRR work, and why lenders draw the line thereWhat happens when your refinance appraisal comes in low, and why it is usually still a good dealWhy a return on investment with none of your own money in the deal is mathematically infiniteThe bonus depreciation strategy that let one couple keep more money by having a spouse leave their jobWhy a 7 percent rate and a 5.85 percent rate produce almost identical equity after five yearsGet off-market deals every Monday at 6am: WisconsinDiscountProperties.com

  6. Jul 9

    Flipping vs Rentals, Seller Psychology, and Six Figure Deals: Two Wisconsin Investors on Getting It Right

    Send us Fan Mail Most new investors try to do everything at once. Flips, rentals, networking, analysis, all while keeping a W2. Colin and Jenny both learned the hard way that focus is what separates the investors who close deals from the ones who stay busy without getting anywhere. Colin grew up managing flips with his dad in Milwaukee since he was six years old, spent three years in UW Madison's number one ranked real estate program in the country, and has been working acquisitions and asset management on flips since high school. Jenny Buell accidentally became a landlord in 2012 when she couldn't sell an underwater condo in Madison, moved to northeast Wisconsin, chickened out for a few years, and came back in 2018 to build a portfolio that includes a single flip that netted her over six figures. What's covered: How Colin learned to evaluate rehab costs just by spending time at Home Depot, and why that knowledge protects you from contractors who take advantage of investors who don't know their numbersWhy flipping and holding rentals are two completely different businesses and why trying to run both at the same time while keeping a W2 almost guarantees you get average results in bothHow Jenny went from a Craigslist rental and a downloaded lease to pulling six figures on a single flip in Green Bay's Indian Trails neighborhoodThe seller psychology lesson Corey uses on every appointment: price is never actually the most important thing, and the flip phone analogy that makes it clickWhy Jenny set up her HELOC before she had a single property under contract and how that preparation let her move fast when the right deal showed upHow Jenny raises private money through relationships built over years of showing up to the same rooms and doing what she said she was going to doColin's zero deal summer: what happened when he tried to do acquisitions, networking, and analysis all at once and why he would do it completely differently nowHow Jenny structured a rent-back arrangement with a 70-year-old seller who was still living in the property, and what that deal taught her about solving problems for sellers instead of just throwing a number at themGet off-market deals every Monday at 6am: WisconsinDiscountProperties.com

  7. Jul 1

    From Zero Down Commercial Deals to Property Management Done Right: A Wisconsin Investor Masterclass

    Send us Fan Mail Two completely different sides of real estate, same goal: building wealth the right way in Wisconsin. Mason Clark, chief investment officer at Park Place Holdings, breaks down how he and his partner built a commercial portfolio worth well over nine figures, almost always with little to no cash down. He walks through real deals including an office building they bought for $2.5 million that appraised at $9.5 million, and the negotiation tactics that got him there. Fran Bourassa, owner of Vantage Point Property Group and the man who manages all of Corey's rental properties, started as a self-managing landlord before building one of the largest property management companies in northeast Wisconsin. He breaks down exactly what to look for when interviewing a property manager, what self-managing actually costs you in time and money, and why he thinks northeast Wisconsin might be one of the best cash flow markets in the country. What's covered: How Mason structures commercial deals with little to no cash down, using bank financing and seller credits insteadThe office building Mason bought for $2.5 million that appraised at $9.5 million, and how he negotiated the seller down from a $17 million askA seller who wrote Mason a $150,000 check just to get out from under her propertyHow Mason recouped nearly $1 million of his purchase price by selling half a vacant building to a churchWhat Fran says is the number one issue investors have with their property management company, and the questions to ask before hiring oneWhy Fran believes northeast Wisconsin has some of the best cash on cash returns in the country, after researching 180 markets nationwideThe eviction timeline difference between Brown County and southern Wisconsin, and how it compares to states like New York and CaliforniaFran's near miss with a tenant over a broken window screen, and why he eventually stepped back from self-managingGet off-market deals every Monday morning: WisconsinDiscountProperties.com

  8. Jun 17

    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

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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
    101
  • Rating
    Clean
  • Copyright
    © 2026 The Wisconsin Investor
  • Show Website
    The Wisconsin Investor

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