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Sky's the Limit with Mike & Ryan

Sky's the Limit with Mike & Ryan

By: Mike Doherty & Ryan Deasy
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About this listen

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
Economics Leadership Management & Leadership
Episodes
  • EP 52: The Secret Behind Massive Real Estate Tax Savings with Erik Oliver
    Nov 18 2025

    In this episode of Sky’s The Limit, host Mike Doherty talks with Erik Oliver from Maven Cost Segregation about how investors can use cost segregation and bonus depreciation to reduce taxes and reinvest savings into more real estate!

    Erik breaks down what accelerated depreciation is, how both residential and commercial property owners can benefit, and why the return of 100% bonus depreciation creates big opportunities for investors. He also touches on the short-term rental loophole, real estate professional status, and updates from the “Big Beautiful Bill.”

    If you want to lower your tax burden and boost cash flow, this episode is full of practical strategies!

    🔗 Useful Links:
    • Our Website: https://www.skytreeinvestments.com/podcast
    • Facebook: https://www.facebook.com/profile.php?id=100063717056842
    • Instagram: https://www.instagram.com/skysthelimit.podcast/
    • Our Producer: https://capturetheconcept.com/

    Connect with Erik!
    • Erik's Email: erik@mavencostseg.com
    • Maven Cost Segregation Website: https://mavencostseg.com
    • Erik Oliver LinkedIn: https://www.linkedin.com/in/erik-oliver-b800657/

    #RealEstate #Investing #CostSegregation #BonusDepreciation #TaxStrategy

    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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    37 mins
  • EP 51: Why Cash Flow and Systems Win in Real Estate with Gary Jonas
    Nov 4 2025

    In this episode of Sky’s The Limit, host Mike Doherty sits down with Gary Jonas, Owner and CEO of The HOW Group, a full-service investment firm with over $500 million in assets under management.

    Gary shares how he went from buying his first home in his 20s to building one of Philadelphia’s leading real estate investment and development companies. He also explains how The HOW Group navigates today’s market with a long-term, cash flow focused investment strategy. Gary discusses the importance of local market knowledge, strong systems like EOS, and communities like GoBundance that have supported his personal and professional growth.

    Tune in to learn practical real estate strategies, market insights, and the mindset that helped Gary grow from 10 rental properties to managing a $500M portfolio.

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

    Connect with Gary!
    Gary's Email: gary@howgroup.com
    Gary's LinkedIn: https://www.linkedin.com/in/gary-jonas-371288a/
    The HOW Group Facebook: https://www.facebook.com/thehowgroup
    The HOW Group Instagram: https://www.instagram.com/thehowgroup
    The HOW Group LinkedIn: https://www.linkedin.com/company/thehowgroup/
    Website: https://www.impact-howgroup.com/investments

    #RealEstate #Investing #Multifamily #SingleFamily #RealEstateDevelopment #Investment

    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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    33 mins
  • EP 50: Scaling a $220M Real Estate Portfolio Through Syndications with Jeff Ervick
    Oct 21 2025

    In this episode of the Sky’s The Limit, host Mike talks with Jeff Ervick, Managing Partner, Investor Relations at Valoris Capital Partners, about his journey from a 20-year tech career to managing a real estate portfolio worth over $220 million.

    Jeff shares how he started with house hacking and single-family rentals before moving into multifamily syndications and commercial deals. He explains how the BRRRR strategy, private lending, and strong relationships helped him scale and co-found Valoris Capital Partners.

    Tune in to hear how Jeff builds partnerships, manages capital, and helps investors create long-term wealth through multifamily real estate.

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

    Connect with Jeff!
    Email: jeff@valoriscapitalpartners.com
    LinkTree: https://linktr.ee/jeff_ervick
    Valoris Capital Partners Website: https://valoriscapitalpartners.com/
    Link to Valoris website, directly to the VCP Fund: https://valoriscapitalpartners.com/fund/
    Link to Self-Directed IRA Blog: https://valoriscapitalpartners.com/unlock-the-power-of-your-old-401k-how-self-directed-iras-can-supercharge-your-retirement/
    Link to Ebook: https://valoriscapitalpartners.com/nextlevel/#book

    #realestateinvesting #multifamilyinvesting #passiveincome #realestatesyndication #wealthbuilding #brrrrstrategy

    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
    31 mins
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