Sky's the Limit with Mike & Ryan

In this episode of Sky’s the Limit, Mike sits down with Wayne Courreges III, multi-family investor, short-term rental operator, and strategic planner, to explore how he’s scaling with intention in both real estate and life.

Wayne shares his transition from full-time W-2 employee to owning hundreds of units and balancing family life. He breaks down the evolution of his investing philosophy, including his shift from cash flow to appre...

In this episode of Sky’s the Limit, Mike sits down with Stephanie Cabral to unpack how she runs a lean, systemized rental business, powered by one virtual assistant, automations, and practical AI workflows. Stephanie breaks down the real advantages of mid-term rentals (cleaner units, fewer heavy turns, steadier occupancy), how she’s structuring creative deals (including a real seller-finance/1031 combo), and why thinking outside th...

In this episode of Sky’s the Limit Podcast, Mike Doherty sits down with Alec McElhinny, the founder and CEO of Landplay, to discuss how he carved a path in the alternative real estate space through industrial value-add projects and niche flex space developments.

Alec shares how he transitioned from pursuing actuarial science to house hacking and ultimately to building and flipping commercial real estate, leveraging creative strategi...

In this episode of Sky’s The Limit, Mike Doherty sits down with multifamily investor and marketing expert John Casmon. John shares his journey from working in corporate marketing for major brands like Nike and Coors Light to building a successful real estate portfolio with over $100 million in multifamily assets under management.

From breaking into real estate while juggling a 9-to-5 to hosting his own top-rated Multifamil...

In this episode of Sky’s the Limit, Mike Doherty sits down with Ken Gee, founder and managing partner of KRI Partners, to explore his journey from CPA to real estate powerhouse. Ken dives deep into the world of multifamily investing, sharing how he transitioned from accounting to acquiring and managing thousands of apartment units across the U.S.

He explains why Cleveland is his target market, how his fund structure is bui...

In this episode of Sky’s the Limit, Mike Doherty talks with Brian Seidensticker, founder and CEO of Tax Sale Resources: a platform that aggregates and simplifies the complex world of tax lien and tax deed auctions across the U.S.

Brian shares how a personal experience with receiving dozens of certified letters about tax liens on his property sparked his deep dive into the industry. What started as a side hustle turned into a powerfu...

In this episode of Sky’s the Limit, Mike Doherty sits down with Ryan Wittig, real estate investor and founder of Kinvarra Capital, to talk about building a business through residential development and commercial buy-and-hold investing in the Boston area.

Ryan shares how he transitioned from a 17-year career in sales to full-time real estate in 2021 after developing properties on the side for years. He walks through how his...

In this episode of Sky’s the Limit, Mike Doherty sits down with David Saxe, Co-Founder and Managing Principal at Calvera Partners, to dive deep into building a real estate investment firm from the ground up.

David shares how he transitioned from working with Sam Zell’s Equity Office to co-founding Calvera, which has now completed over $575 million in transactions across apartments, retail, offices, and hotels. They discuss...

In this episode of Sky's The Limit Podcast, Mike Doherty sits down with Matt Brawner, founder of Endurus Capital and Minnesota Capital Management, to talk about his journey from buying his first townhome with $5,000 to building a diversified real estate portfolio that includes large multifamily deals and even land lease developments.

Matt shares how he scaled from small, hands-on investments to becoming a vertically integrated ...

In this episode of Sky's the Limit, Mike Doherty sits down with Dana Dunford, CEO of Hemlane, a venture-backed property management platform revolutionizing the way investors manage rentals from anywhere in the country.

Dana shares how she went from working at Apple and Nest to co-founding a platform that now supports over 28,000 rentals and processes $1 billion in payments. She dives into her personal real estate inve...

In this episode of Sky's the Limit, Mike Doherty sits down with Morgan Ehrenzeller, a real estate investor who built a 330-unit portfolio across 9 states—all on his own. 🚀

Morgan shares how he started investing at just 17 years old, using seller financing and creative deal structures to acquire properties with little to no money down. He explains his off-market deal sourcing strategies, how he raises private capital,...

In this episode of Sky's the Limit, Mike Doherty sits down with Erik Oliver, Vice President of National Accounts at Cost Segregation Authority, to break down the power of cost segregation in commercial real estate investing. Erik explains how investors can accelerate depreciation, reduce their tax liability, and maximize cash flow by strategically categorizing building components.

We dive into how cost segregation wor...

In this episode of Sky's the Limit, Mike Doherty sits down with Karl Krauskopf, the founder of Gold Multifamily, to discuss his journey from flipping single-family homes to building a portfolio of 104 multifamily units. Karl shares how he transitioned from a corporate job in healthcare strategy to real estate, the lessons he learned along the way, and his approach to sourcing and managing deals. They also dive into his strateg...

In this episode of Sky's the Limit, Mike Doherty sits down with Brent Bowers, an Army veteran turned real estate investor and coach specializing in vacant land investing. Brent shares his inspiring journey from military service to achieving financial freedom through land flipping and seller financing. Learn how he turned a $300 investment into a $5,000 payday, scaled his business to consistent passive income, and found the per...

In this episode of Sky's the Limit, Mike Doherty interviews Joe Evangelisti, a U.S. Navy veteran turned real estate investor, developer, and coach. Joe shares his journey from working construction to creating a legacy through self-storage development and coaching others to achieve financial freedom. They discuss the lessons Joe learned during the 2008 market crash, the power of having a coach or mentor, and his unique approach...

In this episode of Sky's the Limit, Mike sits down with Jon Farling, a former outside sales professional who left the corporate world in 2020 to pursue self-storage investing full-time. Jon shares his incredible journey from acquiring his first three facilities to now owning and operating 14 self-storage properties in Ohio. He opens up about the challenges of scaling, the lessons he’s learned, and his unique approach to invest...

In this episode of Sky's the Limit, host Ryan welcomes Dr. Ryan Smolarz, a surgeon, entrepreneur, and founder of Stor Partners. Dr. Smolarz shares his incredible journey from the operating room to managing self-storage facilities, launching innovative patents, and running assisted living facilities. He discusses his strategies for balancing multiple businesses, the power of mindset, and how he leverages his expertise to solve ...

In this episode of Sky's the Limit, host Ryan interviews Matthew Horne, co-founder and CEO of Storage Point Capital. Matthew dives deep into his journey in the self-storage industry, sharing his experiences from starting out in real estate to leading one of the fastest-growing private real estate companies. They discuss the benefits of self-storage investments, the challenges of acquisitions, and the innovative ways Matthew’s ...

In this episode, host Mike Doherty chats with Jordan Berry, founder of Laundromat Resource and successful laundromat owner, about his journey from being a pastor to becoming an expert in the laundromat industry. Jordan shares the ups and downs of transitioning to laundromats, the crucial lessons he's learned along the way, and how he now teaches others to achieve financial freedom through laundromats. They also dive into cash ...