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PODCAST

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.

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All Episodes

65:11

From Foreclosed to Financially Free w/ Chris Charles

The Wisconsin Investor ·

2025/06/03

Send us a text Is 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 renta...

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47:00

How Mike Boyea Lost It All—Then Built a Real Estate...

The Wisconsin Investor ·

2025/05/27

Send us a text From first-time buyer at 18 to running a multi-million dollar real estate operation—Mike Boyea’s journey is packed with hard-earned lessons, practical insights, and real talk on what it takes to make it in this business. In this episode, Mike breaks down exactly how he went from buying a distressed duplex in 2003 to managing over 50 rental doors, flipping 60–70 properties a year, and building ground-up construction—all without a college degree. Mike opens up about the reality o...

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59:35

The Art of Real Estate Leverage w/ Leon Barnes...

The Wisconsin Investor ·

2025/05/21

Send us a text Real estate success takes more than great deals—it takes strategy, partnerships, and a mindset built for the long game. In this episode of The Wisconsin Investor, Corey Reyment sits down with Leon Barnes, longtime investor and Membership Director at Collective Genius, to talk about what it really takes to grow a rental portfolio that lasts. Leon shares how he’s used the BRRRR strategy (Buy, Rehab, Rent, Refinance, Repeat) to build a portfolio with “infinite returns,” pulling h...

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40:20

When Paying Zero Taxes Isn't Always the Right Goal...

The Wisconsin Investor ·

2025/05/13

Send us a text Can you legally pay zero taxes as a real estate investor? Should that even be your goal? CPA Marcus Crigler challenges conventional wisdom in this eye-opening conversation about navigating the post-bonus depreciation landscape in real estate investing. As the 100% bonus depreciation benefit phases out (down to 60% in 2024), investors need to rethink their tax strategy. Marcus offers a refreshing perspective: sometimes paying some taxes is smarter than spending your last dollar...

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48:19

From Corporate Exec to $14 Million Real Estate Mogul:...

The Wisconsin Investor ·

2025/05/06

Send us a text Laura Ritchie's journey from corporate media executive to real estate mogul exemplifies the power of creativity and determination in building wealth. Starting in 2017 with a simple side hustle, Laura leveraged family connections, thrift store furniture, and a willingness to take calculated risks to rapidly build an 85-unit portfolio now worth approximately $14 million. What makes Laura's approach remarkable is her innovative financing strategies. She shares how she transformed...

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36:15

Beyond $9 Million in Mistakes: How Childhood Beliefs...

The Wisconsin Investor ·

2025/04/29

Send us a text Brad Chandler opens up about his remarkable dual journey as both a wildly successful real estate investor with 4,500 deals under his belt and as someone who overcame deep-seated personal struggles that once threatened everything he built. The conversation takes a profound turn when Brad reveals how a seemingly routine therapy session for his son's anxiety unexpectedly uncovered his own unresolved childhood trauma. This discovery launched him into a transformative healing journ...

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58:08

Where Is The Puck Going? Economic Forecasting for...

The Wisconsin Investor ·

2025/04/22

Send us a text What does a dead cat in the ductwork have to do with real estate investing success? As it turns out, quite a lot about perseverance and education in the school of hard knocks. Corey sits down with commercial underwriter Kolten Van Elzen for a fascinating exploration of economic trends and their impact on real estate investment strategy. Their conversation ranges from practical horror stories (like Colton's first flip of a 30-cat hoarder house) to sophisticated economic forecas...

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42:42

The Secrets To Unlimited Funds For Your Deals With...

The Wisconsin Investor ·

2025/04/15

Send us a text Imagine never having to beg a bank for funding again. What if you could consistently secure real estate deals with private lenders without ever asking for money? That's exactly what Jay Conner has mastered, and he shares his revolutionary approach in this eye-opening episode. Jay reveals how he's built a portfolio of 47 private lenders providing $8.5 million in capital for his real estate business, all while maintaining the same 8% interest rate since 2009. Operating in a smal...

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59:36

Why Your AI Assistant Might Be Better Than Your Real...

The Wisconsin Investor ·

2025/04/08

Send us a text Mike Higgins opens up about his transformative journey from personal trainer to thriving real estate investor in Wisconsin, revealing the strategic shifts that made all the difference in his business. Far from just another "how I got started" story, this conversation delivers practical wisdom on maximizing profitability in today's market. Want to know why some investors consistently snap up deals while others struggle? Mike and Corey break down the exact systems needed to eval...

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55:05

DSCR Loans & House Hacking: The Loopholes Banks Don’t...

The Wisconsin Investor ·

2025/04/01

Send us a text Securing financing remains the biggest hurdle for most aspiring real estate investors. When traditional banks say "no," where do you turn? In this eye-opening conversation, mortgage expert Aaron Kramer reveals the financing secrets that have helped hundreds of investors build substantial portfolios, even without perfect credit or W2 income. Aaron breaks down how house hacking creates a perfect entry point for beginners, allowing you to live in one unit of a duplex while tenant...

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44:58

Walking Away: How One Couple Replaced Their Jobs With...

The Wisconsin Investor ·

2025/03/25

Send us a text Matt and Catie Fihn transformed their family's future through real estate investing in just three short years. Starting with a simple conversation between moms at a playdate, they discovered a path that would ultimately free both of them from their corporate careers and allow them to be present for their young children's formative years. Their approach wasn't about getting rich quick or building a massive empire—it was about thoughtfully replacing their W-2 incomes while creat...

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47:22

Sight Unseen: How Andy Boehm Built Wealth Without...

The Wisconsin Investor ·

2025/03/18

Send us a text Andy Boehm pulls back the curtain on his 15-year real estate investing journey across Northeast Wisconsin, revealing the counterintuitive strategies that have built his success. What began as a career in real estate sales during the foreclosure boom evolved into a profitable investing operation when Andy noticed a simple truth: the investors buying properties were making substantially more money than he was earning in commissions. The conversation delivers practical wisdom tha...

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49:47

Hotel Hustle: From $23 to Hospitality Empire

The Wisconsin Investor ·

2025/03/11

Send us a text In this enlightening episode, we dive deep into the remarkable journey of Mark Pomeranke, a pioneering force in the hotel industry. Starting from a meager $23 credit balance, Mark embarked on an ambitious path in hotel development amidst the tumultuous period of the financial crisis. His innovative approach led to the establishment of a hospitality brand that flourished by focusing on small towns overlooked by larger chains. Mark reveals how he creatively navigated fundi...

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39:28

Contractors & Cash Flow: Dave Zouski’s Formula for...

The Wisconsin Investor ·

2025/03/04

Send us a text Dave Zouski shares his real estate journey, emphasizing strategic investing and the importance of relationships in navigating the market. His insights on the buy-and-hold strategy, effective contractor management, and the significance of networking provide valuable guidance for both new and seasoned investors. • Highlighting the transition from agent to investor • Emphasizing the need for strong banking relationships • Discussing the advantages of a buy-and-h...

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47:53

28 years old and 52 Rentals: Zach Morgan's Real...

The Wisconsin Investor ·

2025/02/25

Send us a text Zach "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 serend...

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37:03

From Dog Hair to Dollars: The Farleys' Investment Story

The Wisconsin Investor ·

2025/02/18

Send us a text Ever 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 le...

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40:22

The Secret to Unlimited Returns: Master the BRRRR...

The Wisconsin Investor ·

2025/02/11

Send us a text Unlock the secrets to real estate wealth without the need for hefty upfront cash. Discover how Corey Raymond, alongside insightful guests, masterfully navigates the BRRRR strategy—Buy, Rehab, Rent, Refinance, Repeat—to supercharge property portfolios. Learn from Corey's personal journey and other investors' stories who broke free from the traditional 20% down payment cycle, revealing how resourcefulness and creative financing can change the game in real estate investing. Explo...

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48:06

NFL Draft Rental Rush: Key Upgrades, Investor...

The Wisconsin Investor ·

2025/02/04

Send us a text What if you could turn your passion for real estate into a thriving short-term rental business? Join us for an engaging conversation with Tyler Kabat, co-founder of Doorway Travel, as he shares the incredible journey he and his wife, Nicole, embarked on from real estate wholesaling to managing 38 rental units. Inspired by "Rich Dad, Poor Dad," Tyler reveals how they transformed their dream into reality and discusses their strategic plans to expand their operations beyond Northe...

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38:50

From Dental Supplies to Real Estate Success: Tristan...

The Wisconsin Investor ·

2025/01/28

Send us a textWhat happens when a dental supplies salesperson swaps drills for deeds and becomes a successful real estate investor? Join me, Corey Reyment, alongside my good friend Tristan Laporte, or TLP as he's affectionately known, as we explore his fascinating journey from corporate life to real estate triumph. Tristan describes his pursuit of balance and fulfillment over sheer volume.Tristan's story unfolds with his transition from a stable W2 job to the often unpredictable world of real...

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41:54

A Bowling Alley, 4 Kids, Full Time W2's, and 48 Units...

The Wisconsin Investor ·

2025/01/21

Send us a textThis power couple from Wisconsin has mastered the art of balancing careers, family, and a thriving portfolio of 48 rental units. Discover how they've strategically leveraged Home Equity Lines of Credit (HELOCs) for rapid growth and gain insights into their ambitious redevelopment project turning a historic bowling alley into valuable workforce housing. Their story isn't just about financial success; it's about creating community-focused investments that address local housing sho...

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60 results

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