Sky's the Limit with Mike & Ryan

Mike Doherty & Ryan Deasy
  • 5.0 (19)
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Sky's the Limit with Mike & Ryan

Welcome to the Sky’s the Limit podcast with hosts Mike Doherty and Ryan Deasy! On this podcast you will dive deep into the mechanics of real estate investing and will be left with actionable tips, tricks and advice that you can use on your own investing journey to financial freedom. The hosts, as experienced investors themselves, discuss what it really takes to be a success in this space and share everything from actual numbers, raw stories and wins and losses from not only their own day-to-day experiences but from their guests as well. Come be a part of the podcast and the community that is going to finally make your investing goals a reality. 

  1. APR 15

    The Truth About Value-Add Investing with Matt Brawner

    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 operator focused on value-add multifamily in the Midwest, why cash...

    25 min

  2. APR 1

    The Future of Property Management: AI + Automation with Dana Dunford

    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 investing journey, how Hemlane simplifies remote property management, and what ...

    25 min

  3. MAR 18

    Buying Real Estate with Little To No Money Down with Morgan Ehrenzeller

    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, and why he prioritizes long-term ownership over quick flips. We also dive ...

    24 min

  4. MAR 4

    Save Thousands in Taxes with Cost Segregation with Erik Oliver

    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 works, the benefits of front-loading deductions, and common misconceptions abo...

    25 min

  5. FEB 18

    Building Wealth Through Multifamily Investing with Karl Krauskopf

    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 strategies for off-market acquisitions, investor relations, and scaling hi...

    27 min

  6. JAN 7

    The Secrets to Success in Vacant Land Investing with Brent Bowers

    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 perfect balance between success and family life. Brent also discusses ...

    26 min

  7. 12/24/2024

    Building Legacy Wealth Through Real Estate with Joe Evangelisti

    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 to building wealth through real estate. Joe’s insights on scaling,...

    30 min

  8. 12/10/2024

    Why Self-Storage is the Ultimate Real Estate Investment with Jon Farling

    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 investing, including seller financing and automation. Jon also discusses ...

    23 min
See All (40)

    5
    out of 5
    19 Ratings

    About

    Welcome to the Sky’s the Limit podcast with hosts Mike Doherty and Ryan Deasy! On this podcast you will dive deep into the mechanics of real estate investing and will be left with actionable tips, tricks and advice that you can use on your own investing journey to financial freedom. The hosts, as experienced investors themselves, discuss what it really takes to be a success in this space and share everything from actual numbers, raw stories and wins and losses from not only their own day-to-day experiences but from their guests as well. Come be a part of the podcast and the community that is going to finally make your investing goals a reality. 

    Information

    • Creator
      Mike Doherty & Ryan Deasy
    • Years Active
      2023 - 2025
    • Episodes
      40
    • Rating
      Clean
    • Copyright
      © 2025 Sky's the Limit with Mike & Ryan
    • Show Website
      Sky's the Limit with Mike & Ryan

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