The Wisconsin Investor

Send us Fan Mail New Tax Law Just Changed Everything for Real Estate Investors The “Big Beautiful Bill” just rewrote the tax code—and if you're a real estate investor, you need to know what changed. In this episode, tax strategist Kaden Hackney breaks down the biggest updates, including 100% permanent bonus depreciation , massive cost segregation advantages , and Opportunity Zone extensions t...

Send us Fan Mail How Wyatt Powell Bought 4 Properties in 2 Months—From 2,000 Miles Away | The Wisconsin Investor Podcast Can you build a real estate portfolio without even living in the same state? Wyatt Powell did exactly that—locking in four properties in just two months while living in Scottsdale, Arizona and investing in Wisconsin. In this episode, Corey and Wyatt break down: 🔁 How the BRRRR...

Send us Fan Mail What if you could scale your real estate business using AI — without writing a single line of code? This week, we sit down with John “Big Money” Maxi, a full-time data scientist managing 21 rental doors, who’s using custom GPTs and AI tools to streamline his real estate systems, boost decision-making, and replace the need for a team. From building a virtual board of advisors power...

Send us Fan Mail What if you could invest in real estate without dealing with tenants, toilets, or day-to-day headaches? In this episode, Dr. Kate Gress shares how she’s transitioning out of her 26-year chiropractic career by building a scalable real estate syndication business. Kate breaks down how syndications work, the role of general and limited partners, and how you can generate cash flow and...

Send us Fan Mail From House Hacks to Land Flips: Dylan Rusch’s Strategy for Scalable Real Estate Wealth Dylan Rusch went from rookie house hacker to full-time land investor in just a few years — and in this episode, he breaks down the exact blueprint he followed to do it. He started by buying duplexes with just 5% down and converting them into short-term rentals. One unit that used to bring in $50...

Send us Fan Mail The First Deal: How Connor Derenne Got $30K in Equity Right After College  🎙 The Wisconsin Investor Podcast — What It’s Really Like Doing Your First Real Estate Deal w/ Connor Derenne In this episode of The Wisconsin Investor , we sit down with Connor Derenne , a young investor who landed his first real estate deal less than a year after graduating college —and walked away with $3...

Send us Fan Mail 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:  ➡...

Send us Fan Mail 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,...

Send us Fan Mail 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 stra...

Send us Fan Mail 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 offe...

Send us Fan Mail 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 m...

Send us Fan Mail 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 uncover...

Send us Fan Mail 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 hor...

Send us Fan Mail 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 f...

Send us Fan Mail 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 inves...

Send us Fan Mail 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 ha...

Send us Fan Mail 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...

Send us Fan Mail 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 substanti...

Send us Fan Mail 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 focusin...

Send us Fan Mail 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 th...

Send us Fan Mail 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 wholes...

Send us Fan Mail 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 the...

Send us Fan Mail 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 cyc...

Send us Fan Mail 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 tran...

Send us Fan Mail What 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....