Sky's the Limit with Mike Doherty

Mike Doherty

Want to build wealth through real estate without the fluff?   Welcome to Sky's the Limit, the podcast where real estate investor, entrepreneur, and Realtor Mike Doherty pulls back the curtain on what it really takes to build a successful real estate business and investment portfolio.   Each week, Mike sits down with top investors, developers, lenders, contractors, attorneys, tax professionals, and industry experts to break down the strategies that are working right now. From first time house hacks to large multifamily acquisitions, commercial real estate, creative financing, BRRRR investing, seller financing, tax strategies, negotiations, and scaling a real estate business, nothing is off limits.   This isn't theory. It's real deals, real numbers, real mistakes, and real lessons from the front lines. Mike shares the wins, the losses, behind the scenes negotiations, and the exact systems he uses while actively buying, selling, investing, and managing a portfolio of over 100 rental units and more than $150 million in real estate transactions.   Whether you're buying your first investment property, looking to leave your 9 to 5, or scaling to hundreds of units, every episode is designed to give you practical strategies you can implement immediately.   If you're serious about building wealth, creating financial freedom, and taking your investing to the next level, you're in the right place.   Subscribe now and discover why, in real estate and in life... Sky's the Limit.

  1. Oct 14

    EP 77: Quitting Corporate America One Land Deal at a Time with Mark Podolsky

    In this episode of Sky’s the Limit, Mike sits down with Mark Podolsky, CEO and founder of Frontier Properties, widely known as The Land Geek and recognized as one of the leading authorities on buying and selling raw, undeveloped land in the United States. Mark shares how he built a successful land investing business by focusing on raw land rather than traditional real estate. Since 2001, he has completed more than 6,000 land deals, achieving an average return on investment of over 300% on cash purchases and over 1,000% on seller-financed deals. We break down how investors can use raw land to generate passive income, grow their net worth, and create greater financial freedom. Mark also explains the concept of “Solo Economic Dependency”—when your income depends entirely on your ability to work—and how his land investing strategies help people build businesses that generate income without requiring their constant involvement. 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ Connect with Mark! • Email: mark@thelandgeek.com • Website: http://www.thelandgeek.com/ • Facebook: https://www.facebook.com/thelandgeek • Instagram: https://www.instagram.com/thelandgeek/ • YouTube: https://www.youtube.com/user/TheLandGeek • Podcast: https://www.thelandgeek.com/podcast/ • Media Kit: http://www.thelandgeek.com/media-kit #skysthelimitpodcast #LandInvesting #RealEstateInvesting #PassiveIncome #RawLand #LandInvestor #FinancialFreedom #CashFlow #WealthBuilding #RealEstateInvestors #Entrepreneurship Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

  2. Oct 7

    EP 76: Earning Income Through Private Real Estate Lending

    In this episode of Sky’s the Limit, Mike sits down with Ryan Hermansky, Founding Partner and President of Private Money Funding. Ryan brings more than a decade of experience in residential and commercial finance, along with experience building and managing companies across multiple industries.  Podcast one sheeter bio Ryan shares his approach to conservative commercial lending, investor pool management, portfolio diversification, and the benefits of investing in low loan-to-value real estate deals. He also discusses strategies for living off investment income and the difference between receiving monthly interest distributions versus allowing investments to compound and grow.  Podcast one sheeter bio We break down Private Money Funding’s experience surpassing $40M in first-lien position loans and more than $40M in its investor fund, with a combined value of $128M in real estate under management and a 30% combined LTV. Ryan also addresses important questions investors should consider, including how investments are protected, withdrawal options, investment requirements, management fees, and licensing.  Podcast one sheeter bio 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ Connect with Ryan! • Private Money Funding: http://privatemoneyfunding.com/ #skysthelimitpodcast #RealEstateInvesting #CommercialRealEstate #PassiveIncome #RealEstateInvestors #CashFlow #WealthBuilding #InvestmentIncome #RealEstateWealth #ConservativeInvesting #PrivateLending Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

  3. Sep 30

    EP 75: From First Rental to Financial Freedom with Dustin Heine

    In this episode of Sky’s the Limit, Mike sits down with Dustin Heiner, founder of Master Passive Income and the AI investing platform IncomeBuilder.io. Dustin shares his journey from working a traditional job to achieving financial freedom at 37 through real estate investing and building cash-flowing properties. He also discusses how his experience led him to help thousands of people learn how to invest in real estate for passive income and generational wealth. We break down how investors can build cash flow through real estate, including Dustin’s approach to generating over $10,000 per month from investment properties. Dustin also shares the story of how he was forced into real estate investing and the lessons that shaped his path toward financial freedom. 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ Connect with Dustin! • Email: dustin@masterpassiveincome.com • Instagram: https://www.instagram.com/thedustinheiner/ • Facebook: https://www.facebook.com/MasterPassiveInc • YouTube: https://www.youtube.com/@MasterPassiveIncome #skysthelimitpodcast #RealEstateInvesting #PassiveIncome #CashFlow #RealEstateInvestors #GenerationalWealth #FinancialFreedom #RealEstateWealth #PropertyInvesting #Entrepreneurship #AIInvesting Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

  4. Sep 23

    EP 74: Building a $24 Million Short Term Rental Portfolio with Bill Faeth

    In this episode of Sky’s the Limit, Mike sits down with Bill Faeth, entrepreneur, real estate investor, and founder of Build STR Wealth, the premier platform for short-term rental investors. Bill shares his journey from growing up with a single mom in Bakersfield, California, to building and scaling 43 companies, achieving 19 exits, and generating more than $1 billion in lifetime sales. Today, he owns a $24.3 million short-term rental portfolio across five states and has built a career around helping others create profitable, high-performing businesses and real estate investments. We break down Bill’s approach to building “SUPER PROPERTIES,” optimizing short-term rental businesses, and creating systems that generate outsized returns. Bill also shares his perspective on balancing business, real estate, and family life, and why building wealth should ultimately create more freedom—not consume your life. 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ Connect with Bill!  • Facebook: https://www.facebook.com/BillFaeth  • Instagram: @billfaeth73  • Facebook Group: https://www.facebook.com/share/g/1BBqFBJFVJ/?mibextid=wwXIfr #skysthelimitpodcast #RealEstateInvesting #ShortTermRentals #STRInvesting #AirbnbInvesting #RealEstateInvestors #Entrepreneurship #BusinessGrowth #WealthBuilding #PassiveIncome #FamilyAndBusiness Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

  5. Sep 16

    EP 73: How a 40-Year Real Estate Veteran Built 100+ Properties

    In this episode of Sky’s the Limit, Mike sits down with John McNellis, veteran real estate developer and founding partner of McNellis Partners. John shares how he built a real estate development business over more than four decades, developing over 100 properties across Northern California, primarily grocery-anchored shopping centers. He also discusses why he intentionally focuses on markets within about a three-hour drive of San Francisco and the value of knowing your market and building long-term relationships. We break down what real estate development really looks like behind the scenes, why development is often harder and messier than people expect, and the lessons that can only be learned by doing deals and making mistakes. John also shares his journey from practicing law to becoming a developer and the experiences behind his bestselling book, Making It in Real Estate. 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ Connect with John! • Email: john@mcnellis.com • LinkedIn: https://www.linkedin.com/in/john-mcnellis-b6a1674/ • Website: https://www.johnmcnellis.com/ #skysthelimitpodcast #RealEstateInvesting #RealEstateDevelopment #CommercialRealEstate #RealEstateDeveloper #GroceryAnchored #ShoppingCenters #WealthBuilding #EntrepreneurLife #RealEstateInvestors Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

  6. Aug 25

    EP 72: Professional Chess Player turned Real Estate Investor/Agent

    In this episode of Sky’s the Limit, Mike sits down with Jithu Sajeevan, real estate investor, agent, and founder of Team CheckMate and DIG Chess. Jithu shares his journey from professional chess player to entrepreneur and real estate investor, including how he purchased his first 2-family property in Bristol, Connecticut at just 19 years old. Since then, he has acquired 8 properties totaling approximately 40 units, sold more than 100 homes as an agent, and built a real estate team that now closes close to 100 deals a year. We break down what motivated Jithu to choose real estate over the stock market, the challenges he faced qualifying for financing as a young investor, and the lessons he learned from his first deal. From persistence and problem-solving to building a business and investing at a young age, this episode offers practical insight for anyone looking to get started in real estate and build long-term wealth.  Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ Connect with Jithu! • Email: jithu@teamcheckmate.com • Instagram: https://www.instagram.com/jithu_ctrealestate/ • Facebook: https://www.facebook.com/jithu.sajeevan.2025/ • LinkedIn: https://www.linkedin.com/in/jithu-sajeevan/ #skysthelimitpodcast #RealEstateInvesting #RealEstateInvestors #YoungInvestors #RealEstateAgent #WealthBuilding #EntrepreneurLife #MultifamilyInvesting #CashFlow #RealEstateJourney Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

  7. Aug 21

    EP 71: Is the Traditional Mortgage Model Broken?

    In this episode of Sky’s the Limit, Mike sits down with Efri Argaman, Founder and CEO of OwnEZ Inc., a data-driven financial technology company focused on expanding access to homeownership through innovative lending solutions. Efri shares how OwnEZ is using alternative data, including rental history and cash flow patterns, to identify “invisible prime” borrowers who may be overlooked by traditional lending models. We also discuss his experience investing in residential real estate since 2009, covering everything from renting and flipping to financing and new construction. We break down how OwnEZ’s proprietary underwriting technology is helping credit-invisible families, entrepreneurs, and ITIN holders transition from renters to homeowners, while creating opportunities for private investors to earn predictable, asset-backed returns. Efri also shares his perspective on fintech, decentralized finance, blockchain technology, and the future of accessible real estate investing. 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ Connect with Efri! • Email: efri@ownez.com= • Phone Number: 737-340-5026 • LinkedIn: https://www.linkedin.com/in/efri-argaman/ • Website: https://ownez.com #skysthelimitpodcast #RealEstateInvesting #FinTech #Homeownership #RealEstate #RealEstateInvestors #AlternativeLending #MortgageLending #WealthBuilding #Entrepreneurship #FinancialTechnology Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

  8. Aug 14

    EP 70: Maximizing Your Exit: 1031 Exchanges, DSTs & the 721 UPREIT Strategy

    In this episode of Sky’s the Limit, Ashley breaks down advanced strategies for real estate investors looking to defer taxes, reduce landlord responsibilities and create smarter exit strategies. We cover 1031 Exchanges, Delaware Statutory Trusts (DSTs), 721 UPREITs, 1031-eligible oil and gas investments, and options for investors experiencing landlord fatigue. Mike also explains how to evaluate DST sponsors, diversify across multiple investments and use the “swap 'til you drop” strategy as part of long-term estate planning. Whether you're selling an investment property, looking for passive income or planning your next move, this episode offers practical strategies to help you make the most of your real estate investments. 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ Connect with Ashley! • Email: ashley@gca1031.com • Phone Number: (949) 235-5606 • LinkedIn: https://www.linkedin.com/company/gca1031/ • Instagram: https://www.instagram.com/gca1031_1031dstinvesting/ • Facebook: https://www.facebook.com/profile.php?id=61584955381648 #SkystheLimit #RealEstateInvesting #1031Exchange #DST #UPREIT #PassiveInvesting #WealthBuilding #RealEstate Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

5
out of 5
20 Ratings

About

Want to build wealth through real estate without the fluff?   Welcome to Sky's the Limit, the podcast where real estate investor, entrepreneur, and Realtor Mike Doherty pulls back the curtain on what it really takes to build a successful real estate business and investment portfolio.   Each week, Mike sits down with top investors, developers, lenders, contractors, attorneys, tax professionals, and industry experts to break down the strategies that are working right now. From first time house hacks to large multifamily acquisitions, commercial real estate, creative financing, BRRRR investing, seller financing, tax strategies, negotiations, and scaling a real estate business, nothing is off limits.   This isn't theory. It's real deals, real numbers, real mistakes, and real lessons from the front lines. Mike shares the wins, the losses, behind the scenes negotiations, and the exact systems he uses while actively buying, selling, investing, and managing a portfolio of over 100 rental units and more than $150 million in real estate transactions.   Whether you're buying your first investment property, looking to leave your 9 to 5, or scaling to hundreds of units, every episode is designed to give you practical strategies you can implement immediately.   If you're serious about building wealth, creating financial freedom, and taking your investing to the next level, you're in the right place.   Subscribe now and discover why, in real estate and in life... Sky's the Limit.

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