Sky's the Limit with Mike Doherty

40 Episodes
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By: 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...

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EP 74: Building a $24 Million Short Term Rental Portfolio with Bill Faeth
#74
Yesterday at 3:00 PM

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...


EP 73: How a 40-Year Real Estate Veteran Built 100+ Properties
#73
09/16/2026

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 an...


EP 72: Professional Chess Player turned Real Estate Investor/Agent
#72
08/25/2026

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 ov...


EP 71: Is the Traditional Mortgage Model Broken?
#71
08/21/2026

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...


EP 70: Maximizing Your Exit: 1031 Exchanges, DSTs & the 721 UPREIT Strategy
#44
08/14/2026

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...


EP 69: How Joe Downs Built a $50M Storage Portfolio Across 6 Different Niches
#43
08/10/2026

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 fi...


EP 68: Creating Long-Term Cash Flow Through Real Estate with Joel Kraut
#42
07/02/2026

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 pr...


EP 67: Turning Overlooked Land Into Profitable Real Estate Deals with Wayne Seminoff
#41
06/16/2026

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 re...


EP 66: Breaking Into Commercial Real Estate Investing with Caleb David
#40
06/02/2026

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 co...


EP 65: Using Hard Money to Fund Real Estate Deals with Will Harvey
#39
05/19/2026

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 ha...


EP 64: Building Wealth with Land Home Deals and Affordable Housing with Robert Howell
#38
05/05/2026

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 ho...


EP 63: Scaling from Single Family to Multifamily Investing with Thomas St John
#37
04/21/2026

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.

Wa...


EP 62: How to Raise Capital and Build Wealth in Real Estate with Justin Sudol
#36
04/07/2026

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.


EP 61: Turnkey Real Estate Investing in Detroit with James Lloyd & Voytek Mardula
#35
03/24/2026

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 r...


EP 60: How Investors Use Data to Find the Best Real Estate Markets With Neal Bawa
#34
03/10/2026

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...


EP 59: Long-Term Real Estate Investing That Actually Works with Andres Bernal
#33
02/24/2026

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 ex...


EP 58: How to Legally Pay Less Taxes & Build Wealth Overseas with Mikkel Thorup
#32
02/10/2026

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...


EP 57: The Private Credit Strategy Most Investors Don’t Understand with Jon Weiskopf
#31
01/27/2026

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 loan...


EP 56: The Mindset Shift That Took Gino Barbaro to 1,800 Multifamily Units!
#30
01/13/2026

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!

🔗 Usefu...


EP 55: Scaling to 1,200 Units Through Multifamily Syndication with Justin Brennan
#29
12/30/2025

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 ow...


EP 54: Building Passive Income Without Wall Street with Joey Mure
#28
12/16/2025

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 co...


EP 53: Why Investors Are Turning to Industrial and Retail Real Estate with Nick Gonzalez
#27
12/02/2025

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 fr...


EP 52: The Secret Behind Massive Real Estate Tax Savings with Erik Oliver
#26
11/18/2025

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...


EP 51: Why Cash Flow and Systems Win in Real Estate with Gary Jonas
#25
11/04/2025

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 suppor...


EP 50: Scaling a $220M Real Estate Portfolio Through Syndications with Jeff Ervick
#24
10/21/2025

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 mu...


EP 49: How I Earned $38K/Month in Passive Income with 53 Rentals with Zach Zimmer
#23
10/07/2025

In this episode of the Sky’s The Limit, Mike talks with Zach Zimmer, founder of The Passive Life, who walked away from the corporate grind to build a real estate portfolio he fully owns. Zach explains how a five-year mindset shift took him from chasing titles in private equity and manufacturing to acquiring more than 150 real estate deals and holding 53 cash-flowing single-family rentals.

He breaks down why he avoids syndications, how the BRRRR strategy and hard money lending fueled his growth, and why he kept his W-2 income until his passive earnings surpassed it. Zach also di...


EP 48: How I Built a Multifamily Development Company from the Ground Up with Nate Helbach
#22
09/23/2025

In this episode of Sky’s the Limit, Mike sits down with Nate Helbach to unpack how he left his job and co-founded Neutral, a multifamily development company redefining what it means to build sustainable, future-focused communities. Nate shares how he structures deals, raises capital, and consistently delivers investors strong returns while tackling the challenges of ground-up development.

They dive into why Neutral centers every project around health, wellness, and sustainability, leveraging Passive House standards, LEED certifications, and geothermal systems, while also taking advantage of tax incentives like 179D credits and bonus depreciation to maximize value.


EP 47: What I Wish I Knew Before Quitting My 9 to 5 for Real Estate with Wayne Courreges III
#21
09/02/2025

In this episode of Sky’s the Limit, Mike sits down with Wayne Courreges III, multi-family investor, short-term rental operator, and strategic planner, to explore how he’s scaling with intention in both real estate and life.

Wayne shares his transition from full-time W-2 employee to owning hundreds of units and balancing family life. He breaks down the evolution of his investing philosophy, including his shift from cash flow to appreciation-focused markets, and why he’s so big on investor alignment and clear communication. You’ll hear how Wayne’s operations are driven by core values, how he builds...


EP 46: The Smarter Way to Manage Rentals with Stephanie Cabral
#20
08/19/2025

In this episode of Sky’s the Limit, Mike sits down with Stephanie Cabral to unpack how she runs a lean, systemized rental business, powered by one virtual assistant, automations, and practical AI workflows. Stephanie breaks down the real advantages of mid-term rentals (cleaner units, fewer heavy turns, steadier occupancy), how she’s structuring creative deals (including a real seller-finance/1031 combo), and why thinking outside the box lets her manage properties while traveling, even renting out her own place to offset costs.

They also dive into the mindset side: self-talk, visualization, and a simple “50 reasons” exercise to push pas...


EP 45: From House Hacker to $80M Real Estate Developer with Alec McElhinny
#19
08/05/2025

In this episode of Sky’s the Limit Podcast, Mike Doherty sits down with Alec McElhinny, the founder and CEO of Landplay, to discuss how he carved a path in the alternative real estate space through industrial value-add projects and niche flex space developments.

Alec shares how he transitioned from pursuing actuarial science to house hacking and ultimately to building and flipping commercial real estate, leveraging creative strategies like 1031 and 721 exchanges. He dives deep into his passion for underserved markets, his philosophy on avoiding crowded spaces, and the importance of vision, mentorship, and being coachable.

Wh...


EP 44: $100M Real Estate Growth Strategy with John Casmon
#18
07/15/2025

In this episode of Sky’s The Limit, Mike Doherty sits down with multifamily investor and marketing expert John Casmon. John shares his journey from working in corporate marketing for major brands like Nike and Coors Light to building a successful real estate portfolio with over $100 million in multifamily assets under management.

From breaking into real estate while juggling a 9-to-5 to hosting his own top-rated Multifamily Insights podcast, John brings a wealth of experience and actionable tips for anyone looking to grow in real estate. If you're curious about using content, community, and confidence to raise ca...


EP 43: How to Succeed With Multifamily Properties with Ken Gee
#17
06/24/2025

In this episode of Sky’s the Limit, Mike Doherty sits down with Ken Gee, founder and managing partner of KRI Partners, to explore his journey from CPA to real estate powerhouse. Ken dives deep into the world of multifamily investing, sharing how he transitioned from accounting to acquiring and managing thousands of apartment units across the U.S.

He explains why Cleveland is his target market, how his fund structure is built to support passive investors, and the fundamental mistakes people make when underwriting deals. If you're interested in learning how to scale your real estate bu...


EP 42: Why Tax Sales Could Be Your Next Goldmine with Brian Seidensticker
#16
05/27/2025

In this episode of Sky’s the Limit, Mike Doherty talks with Brian Seidensticker, founder and CEO of Tax Sale Resources: a platform that aggregates and simplifies the complex world of tax lien and tax deed auctions across the U.S.

Brian shares how a personal experience with receiving dozens of certified letters about tax liens on his property sparked his deep dive into the industry. What started as a side hustle turned into a powerful data platform covering over 9,000 auctions and nearly 2 million properties annually.

Brian also discusses th...


EP 41: How to Leave Your W2 for Real Estate with Ryan Wittig
#15
05/13/2025

In this episode of Sky’s the Limit, Mike Doherty sits down with Ryan Wittig, real estate investor and founder of Kinvarra Capital, to talk about building a business through residential development and commercial buy-and-hold investing in the Boston area.

Ryan shares how he transitioned from a 17-year career in sales to full-time real estate in 2021 after developing properties on the side for years. He walks through how his company develops 2–10 unit residential properties and uses the profits to acquire cash-flowing commercial assets like warehouses and retail centers.

They cover everything from financing ground-up construction and...


EP 40: How to Build a $575M Real Estate Portfolio with David Saxe
#14
04/29/2025

In this episode of Sky’s the Limit, Mike Doherty sits down with David Saxe, Co-Founder and Managing Principal at Calvera Partners, to dive deep into building a real estate investment firm from the ground up.

David shares how he transitioned from working with Sam Zell’s Equity Office to co-founding Calvera, which has now completed over $575 million in transactions across apartments, retail, offices, and hotels. They discuss how Calvera evolved from small rent-controlled buildings in the Bay Area to raising $100M+ private funds, why Calvera prefers private equity over REIT structures, and how David’s team is nav...


EP 39: The Truth About Value-Add Investing with Matt Brawner
#13
04/15/2025

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...


EP 38: The Future of Property Management: AI + Automation with Dana Dunford
#12
04/01/2025

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...


EP 37: Buying Real Estate with Little To No Money Down with Morgan Ehrenzeller
#11
03/18/2025

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...


EP 36: Save Thousands in Taxes with Cost Segregation with Erik Oliver
#10
03/04/2025

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 about depreciation recapture. Erik also covers 1031 exchanges, bonus depreciation, and strategies for minimizing audit risks. Whether you're a seasoned investor or just getting started, this episode...


EP 35: Building Wealth Through Multifamily Investing with Karl Krauskopf
#9
02/18/2025

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 his business while maintaining work-life balance. Whether you're looking to break into real estate or scale your investments, Karl’s insights are a...