BusinessEntrepreneurship

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.

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S2 · E72
August 25 · 39 min
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
S2 · E71
August 21 · 24 min
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
S2 · E44
August 14 · 28 min
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
S2 · E43
August 10 · 39 min
EP 69: How Joe Downs Built a $50M Storage Portfolio Across 6 Different Niches
In this episode of Sky’s the Limit, Mike sits down with Joe Downs, CEO and Co-Founder of Belrose Storage Group and founder of Storage Moguls. Joe shares how he built and operates a $50M+ portfolio across six storage-focused real estate niches, including self-storage, boat and RV storage, industrial outdoor storage, small-bay flex, PRO storage and vehicle parking. We break down how investors can find, underwrite and acquire storage facilities, the opportunities Joe sees in the market today and how AI is changing the way investors analyze and operate deals. Whether you are considering your first storage investment or looking to expand your portfolio, this episode delivers practical insight from an active operator who lives by one simple philosophy: Practitioners, Not Professors. 🔗 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 Joe! • Email: joe@belroseam.com • Phone Number: 610.283.0944 • LinkedIn: https://www.linkedin.com/in/joe-downs-7990851/ • Twitter: https://x.com/downsjoe • Instagram: https://www.instagram.com/josephmdowns/ • Facebook:https://www.facebook.com/downs.joe #Skysthelimit #RealEstateInvesting #CashFlow #SelfStorage #EntrepreneurLife #WealthBuilding 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
S2 · E42
July 2 · 37 min
EP 68: Creating Long-Term Cash Flow Through Real Estate with Joel Kraut
In this episode of the Sky’s The Limit Podcast, host Mike Doherty sits down with Joel Kraut, a real estate investor, private lender, and commercial mortgage consultant with more than 30 years of experience helping investors finance and grow their portfolios. Joel shares how he got started in real estate, the lessons he learned from the 2008 market crash, and why consistent cash flow and responsible leverage are the foundation of long-term investing. He and Mike discuss the BRRRR strategy, financing renovation projects, building business credit, finding cash-flowing markets, and why leaving money in a deal can still produce exceptional returns. Watch the full episode to learn practical strategies for financing investment properties, managing leverage, and growing a real estate portfolio! 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ • Our Producer: https://capturetheconcept.com/ Connect with Joel! • Website: brrrr.com • Email: jkraut@brrrr.com • Phone Number: 732.598.0351 • Facebook: https://www.facebook.com/brrrrloans/ • Instagram: https://www.instagram.com/brrrr_loans/ • Joel's Instagram: https://www.instagram.com/joelbrrrr/ • LinkedIn: https://www.linkedin.com/company/brrrrdotcom/?viewAsMember=true • YouTube: https://www.youtube.com/@BrrrrLoans #Skysthelimit #RealEstateInvesting #CashFlow #BRRRR #PrivateLending #EntrepreneurLife #WealthBuilding Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E41
June 16 · 23 min
EP 67: Turning Overlooked Land Into Profitable Real Estate Deals with Wayne Seminoff
In this episode of the Sky’s The Limit Podcast, host Mike Doherty sits down with Wayne Seminoff, a real estate investor with nearly 50 years of experience specializing in finding overlooked land opportunities and unlocking hidden value! Wayne shares how he finds overlooked land opportunities and uses strategies like tax sales, variances, easements, and title clearing to unlock hidden value. He also explains why local market knowledge and understanding land development can create opportunities most investors never consider. Watch the full episode to learn more about land investing, uncovering hidden opportunities, and building wealth through 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/ • Our Producer: https://capturetheconcept.com/ Connect with Wayne! • Website: https://www.junklandintogold.com • Email: wayne@junklandintogold.com • X: https://x.com/junkintogold • Facebook: https://www.facebook.com/profile.php?id=61564882632771 • Facebook Page: https://www.facebook.com/profile.php?id=61564882632771 • Instagram: https://www.instagram.com/_askwayne/ • TikTok: https://www.tiktok.com/@_askwayne • YouTube: https://www.youtube.com/channel/UCoA1DkxPxYvhdYPe-l5kX9g #SkysTheLimit #RealEstateInvesting #LandInvesting #RealEstateDevelopment #Investing Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E40
June 2 · 31 min
EP 66: Breaking Into Commercial Real Estate Investing with Caleb David
In this episode of the Sky’s The Limit Podcast, host Mike Doherty sits down with Caleb David, commercial real estate broker, investor, and host of the Commercial Real Estate Unfiltered podcast! Caleb shares how he transitioned from the nonprofit sector into commercial real estate and built a successful career as both a broker and investor. He and Mike discuss opportunities across different commercial asset classes, the key differences between residential and commercial investing, and what new investors should consider before entering the commercial real estate market. Watch the full episode to learn more about commercial real estate investing, evaluating opportunities, and building long-term wealth through commercial assets! 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ • Our Producer: https://capturetheconcept.com/ Connect with Caleb! • Website: https://www.davidcommercial.com • Email: Caleb@DavidCommercial.com • LinkedIn: https://www.linkedin.com/in/calebdavid/ • Facebook: https://www.facebook.com/calebdavid/ • Instagram: https://www.instagram.com/calebdavid/ #SkysTheLimit #CommercialRealEstate #RealEstateInvesting #CommercialInvesting #EntrepreneurLife #WealthBuilding #Investing Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E39
May 19 · 32 min
EP 65: Using Hard Money to Fund Real Estate Deals with Will Harvey
In this episode of the Sky’s The Limit Podcast, host Mike Doherty sits down with Will Harvey, founder of Harvey Capital, to discuss hard money lending, private capital, and creative real estate investing strategies! Will shares his journey from traditional mortgage lending into direct investing and hard money lending, while breaking down the differences between conventional loans, private lending, and short-term financing. The conversation also covers fix-and-flip lending, refinancing strategies, structuring deals, scaling investment funds, and finding unique opportunities both in real estate and public markets. Watch the full episode to learn more about hard money lending, private capital, and alternative approaches to 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/ • Our Producer: https://capturetheconcept.com/ Connect with Will! • Website: https://harvey-capital.com • Email: will@harvey-capital.com • LinkedIn: https://www.linkedin.com/in/will-harvey-8751503b8/ • X: https://x.com/wharvey1993 #SkysTheLimit #RealEstateInvesting #HardMoneyLending #PrivateLending #RealEstateStrategy Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E38
May 5 · 23 min
EP 64: Building Wealth with Land Home Deals and Affordable Housing with Robert Howell
In this episode of the Sky’s The Limit Podcast, host Mike Doherty sits down with Robert Howell of Howell & Sons to discuss his approach to real estate through land home development and affordable housing! Robert breaks down how he turns raw land into finished homes by placing manufactured housing on individual parcels and selling them to first-time homebuyers. He shares the process, the numbers behind these deals, and how this model creates both strong returns and real impact, while also using the income to invest in long-term assets. Watch the full episode to learn how land home deals work and how they can be used to build wealth while creating affordable housing opportunities! 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ • Our Producer: https://capturetheconcept.com/ Connect with Robert! • Website: https://howellandsons.com • Email: robertlewishowell@gmail.com • Phone: 864-293-2798 • Facebook: https://www.facebook.com/bobbyquatro #SkysTheLimit #Podcast #RealEstateInvesting #AffordableHousing #MobileHomeInvesting #WealthBuilding #EntrepreneurLife #RealEstateStrategy Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E37
April 21 · 30 min
EP 63: Scaling from Single Family to Multifamily Investing with Thomas St John
In this episode of the Sky’s The Limit Podcast, host Mike Doherty sits down with Thomas St John of North Corp Capital to discuss his journey from getting started in real estate to scaling a portfolio and investing at a higher level! Thomas shares how a defining moment early in life pushed him toward real estate, and how he grew from buying single-family homes to transitioning into multifamily and larger investments. He breaks down key lessons from taking risks, navigating market cycles, creating value, and eventually moving into capital raising and private alternative investments. Watch the full episode to learn how to get started, scale your portfolio, and think long-term 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/ • Our Producer: https://capturetheconcept.com/ Connect with Thomas! • Email: tom@northcorpcapital.com • Scheduling Page: https://calendly.com/northcorpcapital • LinkedIn: https://www.linkedin.com/in/thomas-st-john/ #SkysTheLimit #RealEstate #Investing #MultifamilyInvesting #RealEstateStrategy Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E36
April 7 · 33 min
EP 62: How to Raise Capital and Build Wealth in Real Estate with Justin Sudol
In this episode of the Sky’s The Limit Podcast, host Mike Doherty sits down with Justin Sudol, Director of Investor Relations at Alpha Capital Funds, to talk about how he got started in real estate and what it takes to grow in the industry! Justin shares his journey from selling tools to helping scale a real estate investment firm to over $75 million in assets under management and 500+ units acquired. He explains why relationships, referrals, and trust are key to raising capital. He also breaks down how to analyze deals, buy correctly, and understand investor goals. Watch the full episode to learn how to get started, raise capital, and grow 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/ • Our Producer: https://capturetheconcept.com/ Connect with Justin! • Justin's Instagram: https://www.instagram.com/justintheecloser/ • Alpha Capital Funds Website: https://alphacapitalfunds.com • Alpha Capital Funds Instagram: https://www.instagram.com/alphacapitalfunds/ • Alpha Capital Funds Facebook: https://www.facebook.com/AlphaCapitalFunds • Alpha Capital Funds LinkedIn: https://www.linkedin.com/company/alpha-capital-funds/ #skysthelimit #Podcast #RealEstateInvesting #CapitalRaising #WealthBuilding #EntrepreneurLife #MultifamilyInvesting #RealEstateStrategy Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E35
March 24 · 32 min
EP 61: Turnkey Real Estate Investing in Detroit with James Lloyd & Voytek Mardula
In this episode of the Sky’s The Limit Podcast, host Mike Doherty sits down with James Lloyd and Voytek Mardula from US Properties to discuss turnkey real estate investing and the opportunities in the Detroit market! They share how they got started, what led them to Detroit, and how they’ve built a business around renovating properties and helping investors access both long-term rentals and short-term Airbnb opportunities. The conversation also covers Detroit’s revitalization, what makes it an attractive market today, and how their turnkey model simplifies the investing process. Whether you’re new to real estate or looking to invest more passively, this episode offers insight into market selection, turnkey investing, and building long-term wealth while exploring how to get started in Detroit! 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ • Our Producer: https://capturetheconcept.com/ Connect with James & Voytek! • James's LinkedIn: https://www.linkedin.com/in/james-lloyd-37898b44/ • Voytek's LinkedIn: https://www.linkedin.com/in/voytek-mardula-04b28824/ • US Properties Website: https://www.usproperties.ca • James's email: jameslloyd@usproperties.ca • Voytek's email: voytek@usproperties.ca #RealEstateInvesting #TurnkeyRealEstate #DetroitRealEstate #ShortTermRentals #AirbnbInvesting Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E34
March 10 · 26 min
EP 60: How Investors Use Data to Find the Best Real Estate Markets With Neal Bawa
In this episode of the Sky’s The Limit Podcast, host Mike Doherty sits down with Neal Bawa, CEO of Grocapitus, technologist, real estate investor, and widely known in the industry as the “Mad Scientist of Multifamily.” Neal is known for applying data science, analytics, and systems to real estate investing while managing a portfolio of over $500 million in assets. Neal shares how he got started in real estate through a commercial development project and how that experience led him to take a data-driven approach to investing. He also breaks down the key metrics investors should analyze before buying property and explains why these fundamentals matter when evaluating markets and long-term opportunities. Watch the full episode to learn how data-driven investors evaluate markets, identify opportunities, and make smarter real estate decisions. 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ • Our Producer: https://capturetheconcept.com/ Connect with Neal! • YouTube: https://www.youtube.com/@MultifamilyU • Facebook: https://www.facebook.com/grocapitus/reels/ • Instagram: https://www.instagram.com/nealbawa/ • Grocapitus Website: https://www.grocapitus.com • Free eBook: Location Magic – https://multifamilyu.com/lp/location-magic-ebook/ • Join Investor Club: https://multifamilyu.com/club #SkysTheLimitPodcast #RealEstateInvesting #MultifamilyInvesting #DataDrivenInvesting #MarketAnalysis #RealEstateStrategy Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E33
February 24 · 45 min
EP 59: Long-Term Real Estate Investing That Actually Works with Andres Bernal
In this episode of Sky’s The Limit Podcast, host Mike Doherty is joined by Andres Bernal, a full-time real estate investor who has completed over 50 flips and owns and self-manages more than 60 rental units across Connecticut. Andres shares how discipline, mindset, and execution shape long-term success in real estate investing, along with practical insights on house hacking, flipping versus buy-and-hold strategies, cash flow versus equity, and how appreciation compounds over time even when the timing doesn’t feel perfect. They also discuss Connecticut’s housing market, deal analysis, managing risk, building systems, and why consistent action and experience matter more than waiting for ideal conditions. Whether you’re new to real estate or looking to scale an existing portfolio, this conversation offers real-world perspective on building wealth through thoughtful, long-term investing! Watch our previous episode with Andres Bernal: https://youtu.be/AROdSxIN794 🔗 Useful Links: • Our Website: https://www.skytreeinvestments.com/podcast • Facebook: https://www.facebook.com/profile.php?id=100063717056842 • Instagram: https://www.instagram.com/mikedohertyrealtor/ • Our Producer: https://capturetheconcept.com/ Connect with Andres! Instagram: https://www.instagram.com/andresberna1/ Facebook: https://www.facebook.com/andres.bernal.998092 #SkysTheLimit #Podcast #RealEstateInvesting #WealthBuilding #SmartInvesting #EntrepreneurLife #RealEstateStrategy Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E32
February 10 · 29 min
EP 58: How to Legally Pay Less Taxes & Build Wealth Overseas with Mikkel Thorup
In this episode of Sky’s The Limit Podcast, host Mike Doherty sits down with Mikkel Thorup, founder and CEO of Expat Money, to explore how families and investors legally reduce taxes, diversify internationally, and build wealth beyond their home country. Mikkel breaks down offshore investing, second residencies and citizenships, the Foreign Earned Income Exclusion, global banking, and why assets like international real estate, precious metals, and Bitcoin can offer greater flexibility and protection. Drawing from decades of living abroad, he shares practical strategies for structuring wealth across borders the right way. If you’ve ever wondered how investors legally lower their tax burden, move overseas, or diversify globally, this conversation offers a practical look at what’s possible! 🔗 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 Mikkel! • Mikkel's Email: mt@mikkelthorup.com • Mikkel's LinkedIn: https://www.linkedin.com/in/mikkelthorup/ • Contact Expat Money: support@ExpatMoney.com • Expat Money LinkedIn: https://www.linkedin.com/company/expatmoneyshow/ • Expat Money Website: https://expatmoney.com • Expat Money Instagram: https://www.instagram.com/expatmoneyshow/ • Expat Money Facebook: https://www.facebook.com/ThorupMikkel #SkysTheLimit #ExpatLife #OffshoreInvesting #TaxStrategy #WealthBuilding #FinancialFreedom #InternationalInvesting #EntrepreneurLife #PassiveIncome #GlobalWealth Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E31
January 27 · 28 min
EP 57: The Private Credit Strategy Most Investors Don’t Understand with Jon Weiskopf
In this episode of Sky’s The Limit Podcast, host Mike Doherty sits down with Jon Weiskopf, founder and CEO of Blue Eyed Capital, to explore how he transitioned from leading over $10 billion in global commercial real estate projects at Apple to building a purpose-driven real estate investment firm. Jon shares his background as an engineer, how he got started in multifamily investing, and why private credit has become a major focus of his business in today’s market. The conversation dives into earnest money lending, gap lending, and private hard money loans, including why these short-term loans exist, how they work, and how Jon evaluates risk, operators, and deal structure to protect investor capital. He also reflects on lessons learned from assisted living investments and explains why conservative underwriting, strong reserves, and relationship-driven lending are critical. If you want to understand how private credit fits into real estate investing and what goes on behind the scenes of earnest money lending, this episode delivers practical, real-world insight. 🔗 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 Jon! • Jon's Email: jon@blueeyedcapital.com • Jon's LinkedIn: https://www.linkedin.com/in/jonweiskopf/ #Realestate #Investing #PrivateCredit #EarnestMoneyLending #CommercialRealEstate #BlueEyedCapital #SkyTheLimitPodcast Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E30
January 13 · 34 min
EP 56: The Mindset Shift That Took Gino Barbaro to 1,800 Multifamily Units!
In this episode of Sky’s The Limit Podcast, Mike Doherty sits down with Gino Barbaro, co-founder of Barbaro 360, to talk about the mindset and money habits that helped him grow into a successful multifamily operator. Gino explains how changing your identity, understanding your relationship with money, and thinking long-term can transform your investing journey. He also shares lessons from the 2008 crisis, the power of partnership, and the principles he used to scale to 1,800 units. If you want practical insight on mindset, money, and building wealth with purpose, this episode is a must-watch! 🔗 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 Gino! • Gino's Email: gino@jakeandgino.com • Barbaro 360 Website: https://barbaro360.com • Barbaro 360 YouTube: https://www.youtube.com/@barbaro-360 • Barbaro 360 Facebook: https://www.facebook.com/JoinGinosFamily #RealEstateInvesting #MultifamilyInvesting #MindsetShift #WealthBuilding #FinancialFreedom #InvestingMindset #PassiveIncome Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E29
Dec 30, 2025 · 42 min
EP 55: Scaling to 1,200 Units Through Multifamily Syndication with Justin Brennan
In this episode of Sky’s The Limit Podcast, host Mike Doherty sits down with Justin Brennan, CEO of Brennan Pohle Capital and Multifamily Schooled, to discuss how he scaled from small real estate deals to owning and operating over 1,200 multifamily units across multiple states. Justin shares how growing up around real estate shaped his understanding of market cycles and risk, and why the lessons from the 2008 financial crisis pushed him to prioritize cash flow and conservative leverage. He breaks down how multifamily syndication and raising capital allowed him to scale faster without relying solely on his own money. The conversation covers the fundamentals of commercial real estate investing, working with brokers, structuring deals, understanding financing, and why owning a percentage of a larger asset can be more powerful than owning 100 percent of a small one. Justin also shares practical advice for investors looking to break into multifamily and build long-term wealth responsibly. If you want a clear look at how multifamily syndication works and what it takes to scale a portfolio the right way, this episode is a must-watch! Subscribe for more real estate, investing, and wealth-building conversations every week! 🔗 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 Justin! • Justin's Email: justin@brennanpohle.com • Justin's Instagram: https://www.instagram.com/officialjustinbrennan/ • Justin's Facebook: https://www.facebook.com/thejustinbrennan • Justin's YouTube: https://www.youtube.com/@UCjR741czRkmAzoBKAlrPf6Q Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E28
Dec 16, 2025 · 33 min
EP 54: Building Passive Income Without Wall Street with Joey Mure
In this episode of Sky’s The Limit, host Mike Doherty sits down with Joey Mure from Wealth Without Wall Street, an online community helping business owners and families rethink how money works and build passive income outside traditional Wall Street strategies. Joey shares his journey from a high-earning but time-constrained career in the mortgage business to achieving financial freedom through diversified passive income streams. He explains why knowledge alone is not enough, the importance of changing how you use money, and why learning to think like an investor is critical to long-term success. The conversation also covers land investing, short-term rental arbitrage, private lending, and how matching your personality to the right investment strategy can accelerate financial freedom. Tune in to learn practical insights on building cash flow, taking action, and creating a life where your income supports your time and priorities! 🔗 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 Joey! • Joey's Email: Joey@wealthwithoutwallstreet.com • Wealth Without Wall Street Website: https://www.wealthwithoutwallstreet.com/ • Instagram: https://www.instagram.com/wealthwithoutwallst/ • Facebook: https://www.facebook.com/wealthwithoutwallstreet • LinkedIn: https://www.linkedin.com/company/wealth-without-wall-street/ • X/Twitter: https://x.com/withoutwallst • YouTube: https://www.youtube.com/@WealthWithoutWallStreet #PassiveIncome #FinancialFreedom #RealEstate #Investing #CashFlow #AlternativeInvestments #LandInvesting #PrivateLending #Entrepreneurship Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast
S2 · E27
Dec 2, 2025 · 36 min
EP 53: Why Investors Are Turning to Industrial and Retail Real Estate with Nick Gonzalez
In this episode of Sky’s The Limit, host Mike Doherty sits down with Nick Gonzalez, co-owner of Linville Team Partners, a brokerage and investment group that recently closed $60 million in real estate across the Southeast. Nick shares his journey from working at IHOP to building a successful brokerage, scaling a diverse investment portfolio, and launching a customizable real estate fund. He explains how he secured his first private lenders, what he learned after the Great Financial Crisis, and why he now focuses on industrial and retail properties. Nick also breaks down how his fund structure differs from traditional syndications and why he and his partner invest significant personal capital into every deal. Tune in to learn practical investing strategies and the mindset behind building a high-performing real estate fund. 🔗 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 Nick! • Nick's Email: nick@ltpcommercial.com • Linville Team Partners Website: https://www.ltpcommercial.com/services/investment-services/ • Linville Team Partners Instagram: https://www.instagram.com/linvilleteam/# #RealEstate #Investing #CommercialRealEstate #RealEstateFund #IndustrialRealEstate #RetailRealEstate 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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