Sky's the Limit with Mike & Ryan

By: Mike Doherty & Ryan Deasy
  • Summary

  • 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.

    © 2025 Sky's the Limit with Mike & Ryan
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Episodes
  • The Truth About Value-Add Investing with Matt Brawner
    Apr 15 2025

    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-on-cash return now matters more than cap rates, and how he’s navigating today’s rising interest rate environment.

    They also dive into Matt’s structured daily routine, his commitment to family, and what it really takes to be successful in real estate over the long haul. Whether you're just getting started or scaling up, this episode is full of real talk and practical wisdom.

    👉 Tune in now to hear how Matt built his real estate business from the ground up.


    🔗 Useful Links:
    • Our Website: https://www.skytreeinvestments.com/po...
    • Find us on Social Media: https://linktr.ee/skysthelimitpodcast
    • Our Producer: https://capturetheconcept.com/

    • Matt Brawner Email: matt@enduruscapital.com
    • Endurus Capital Website: https://www.enduruscapital.com/
    • Matt Brawner LinkedIn: https://www.linkedin.com/in/mattbrawner/


    #RealEstateInvesting #MattBrawner #MultifamilyInvesting #CashOnCashReturns #EndurusCapital #PassiveIncome #LandLeaseDeals #SkyTheLimitPodcast #WealthBuilding #PropertyManagement #VerticalIntegration #MidwestRealEstate #FinancialFreedom #ValueAddInvesting #RealEstateJourney #InvestSmart

    Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

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    25 mins
  • The Future of Property Management: AI + Automation with Dana Dunford
    Apr 1 2025

    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 the future of the industry looks like with the rise of AI and automation. They also explore how Hemlane helps investors build a team remotely, scale portfolios without borders, and protect their cash flow with smart systems. Whether you’re managing one unit or hundreds, this episode will challenge the way you think about managing rentals.

    👉 Tune in now to learn how to scale smarter and invest anywhere.

    🔗 Useful Links:
    • Our Website: https://www.skytreeinvestments.com/po...
    • Find us on Social Media: https://linktr.ee/skysthelimitpodcast
    • Our Producer: https://capturetheconcept.com/

    • Dana Dunford Email: dana@hemlane.com
    • Hemline Website: https://www.hemlane.com
    • Hemline LinkedIn: https://www.linkedin.com/company/hemlane/
    • Dana Dunford LinkedIn: https://www.linkedin.com/in/danahdunford/
    • Hemline Instagram: https://www.instagram.com/hemlane/
    • Dana Dunford Instagram: https://www.instagram.com/danahdunford/
    • Dana Dunford X: https://x.com/dana110001


    #RealEstateInvesting #PropertyManagement #Hemlane #RemoteInvesting #DanaDunford #PassiveIncome #RealEstateTech #FinancialFreedom #RentalPropertyTips #AIinRealEstate #SkyTheLimitPodcast #WealthBuilding #InvestAnywhere #MultifamilyInvesting #RealEstateAutomation

    Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

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    25 mins
  • Buying Real Estate with Little To No Money Down with Morgan Ehrenzeller
    Mar 18 2025

    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 into his real estate playbook, his community ‘The Closers Table’, and how he structures deals to keep his investors in for the long haul. Whether you're a new or experienced investor, this episode is packed with actionable insights!

    👉 Tune in now to learn Morgan’s unique real estate strategies!


    🔗 Useful Links:
    • Our Website: https://www.skytreeinvestments.com/po...
    • Find us on Social Media: https://linktr.ee/skysthelimitpodcast
    • Our Producer: https://capturetheconcept.com/
    • Morgan Ehrenzeller Email: morgan@ehrenzellercapital.com
    • Morgan Ehrenzeller YouTube: https://www.youtube.com/ @morganehrenzeller
    • Morgan Ehrenzeller LinkedIn: https://www.linkedin.com/in/morgan-ehrenzeller-7353651a5/
    • Morgan Ehrenzeller Facebook: https://www.facebook.com/morgan.ehrenzeller.1
    • Morgan Ehrenzeller Instagram: https://www.instagram.com/morganehrenzeller/


    #RealEstateInvesting #CreativeFinancing #SellerFinancing #MorganEhrenzeller #MultifamilyInvesting #PassiveIncome #WealthBuilding #FinancialFreedom #SkyTheLimitPodcast #OffMarketDeals #RealEstateSuccess #RaisingCapital #InvestingInRealEstate #RealEstateStrategy #TheClosersTable

    Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

    Show more Show less
    24 mins
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