Stephen Lee-Thomas

When Real Estate Gets Real

Business EN ↓ 43 episodes

When Real Estate Gets Real is a behind-the-scenes podcast for real estate operators who’ve already closed a deal and discovered that the spreadsheets weren’t the hard part. Hosted by Stephen Lee-Thomas, the show explores what actually changes after the first close—when real money, real investors, and real pressure enter the picture. Each episode goes beyond tactics to unpack the decisions, mistakes, leadership challenges, and personal growth that define the shift from “I did a deal” to “I’m a real operator now.”This podcast is for operators past their first close who want truth over hype, clar...

Author

Stephen Lee-Thomas

Category

Business

Latest episode

Jun 16, 2026

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Episodes

How Investors Use HELOCs to Buy More Real Estate with Benjamin Stef 16.06.2026

Most homeowners are sitting on untapped equity without realizing it. In this episode of When Real Estate Gets Real, Stephen Lee Thomas sits down with mortgage advisor and investor-focused lender Benjamin Stef to discuss how investors are using Home Equity Lines of Credit (HELOCs) to fund deals, scale portfolios, and create opportunities without refinancing low-rate mortgages. Ben breaks down how H...

Real Estate Syndication, Capital Raising, and the Truth About Multifamily Investing 09.06.2026

Real estate investing looks simple online but what happens when you actually start raising capital, managing investor expectations, and underwriting multifamily deals? In this episode of When Real Estate Gets Real, Stephen Lee Thomas sits down with Ray Woods, a real estate investor, engineer, cybersecurity professional, and entrepreneur building across wholesaling, Airbnb, multifamily, and real es...

From Millionaire to Starting Over: Real Estate Lessons That Actually Matter 02.06.2026

What happens when you make millions early… then lose almost everything? In this episode of When Real Estate Gets Real, Stephen Lee Thomas sits down with Lawrence Dunning former MMA fighter turned real estate broker, investor, and developer who shares his raw, unfiltered journey through success, failure, and rebuilding. From trading floors in Chicago to losing money in the 2009 crash… to navigating...

What Multifamily Investors Need to Know About Debt and Capital Raising 26.05.2026

Commercial real estate has changed dramatically over the last few years but is today’s market really like 2008? In this episode of When Real Estate Gets Real, Stephen Lee Thomas sits down with Jacob Clopton, founder and president of Clopton Capital, to unpack what’s happening in commercial real estate financing, debt markets, insurance, solar, capital raising, and multifamily syndication. Jacob sh...

From House Hack to Multifamily: Why Scaling Alone Doesn’t Work 19.05.2026

Most real estate investors start the same way solo, figuring it out, and trying to scale on their own. But what happens when that model stops working? In this episode, Stephen sits down with Jared Mickley, a Marine Corps helicopter pilot and multifamily asset manager, to break down his journey from house hacking and short-term rentals to stepping into multifamily investing. This conversation goes...

The Truth About Real Estate Partnerships, Failure, and Finding Your Lane 14.05.2026

What happens when corporate “security” disappears overnight? In this episode, Stephen Lee Thomas sits down with Mike Deaton, co-founder of Flipping Dirt, to break down his journey from being laid off at Microsoft to building a land flipping business with over 700 deals completed. Mike shares how he and his wife pivoted into entrepreneurship, why land investing became their focus, and the lessons t...

How to Find Your Real Estate Superpower with Will Harvey 05.05.2026

What happens when you realize you like real estate — but not the part everyone assumes you should be doing? In this episode of When Real Estate Gets Real, Stephen Lee Thomas talks with Will Harvey of Harvey Capital about his path from mortgage lending to flipping houses, passive investing, and eventually building a hard money lending business. Will shares how he discovered that operations were not...

What Really Happens After Your First Real Estate Deal 28.04.2026

In this episode of When Real Estate Gets Real, Stephen Lee Thomas sits down with John Todderud of Cardinal Oak Investments to unpack the reality behind multifamily investing once the deal is done. From managing tenants and operations to navigating investor expectations and market headwinds, this conversation reveals what most new operators aren’t prepared for. John shares lessons from completing 9...

What Keeps Commercial Real Estate Deals Alive in a Down Market? 21.04.2026

What actually keeps a commercial real estate deal alive when the market turns against you? In this episode of When Real Estate Gets Real, Stephen Lee Thomas sits down with Will Curtis, a commercial real estate broker out of San Antonio who has been involved in more than $1 billion in transactions and is known as the “Property Operations Whisperer.” This conversation goes beyond surface-level real...

The Real Truth About Multifamily Syndication (What New Investors Miss) 14.04.2026

Multifamily investing isn’t what most people think. In this episode, Stephen Lee Thomas sits down with William Liu, a multifamily syndicator and former CMO, to break down what really happens when you step into the role of an operator. From raising capital to managing investor expectations and navigating real-world challenges, this conversation uncovers the realities behind the business of multifam...

Multifamily Market Cycles Explained: From 3 Years of Pain to What Comes Next 07.04.2026

The multifamily market has gone through one of the most challenging cycles in decades but are we finally at the bottom? In this episode, Stephen Lee Thomas sits down with Neal Bawa, the “mad scientist of multifamily,” to break down exactly where we are in the current market cycle and what comes next. From interest rate shocks to massive supply waves, Neal explains why even well-run properties are...

How to Build Credibility, Raise Capital & Scale Faster: Turn Your Podcast into a Capital-Raising Machine, Featuring Dave Dubeau 24.09.2025

In Episode 26 of The Stephen Lee-Thomas Show, we talk multifamily real estate with Dave Dubeau, who has helped countless capital raisers generate millions in committed capital, not by chasing investors, but by attracting them. Dave shares his unique journey from language school entrepreneur in Costa Rica to a full-time real estate educator and capital raising expert based in British Columbia, Cana...

How to Escape the Stock Market with Passive Apartment Investing: Lon Welsh Manages $100M+ in Real Estate: A Smarter Way to Retire! 04.09.2025

In Episode 25 of the Stephen Lee-Thomas Show, we talk multifamily real estate with Lon Welsh, who has scaled over $100 million in assets under management. Lon shares his journey from strategy consultant at Deloitte and Accenture to founding Your Castle Real Estate and eventually transitioning into full-time passive real estate investing with Ironton Capital. Discover why Lon moved from single-fami...

From W-2 to Wealth: 9 Lessons for Apartment Investing Success, Scale Smart Today! 13.08.2025

In this solo episode of the Stephen Lee-Thomas Show, I shared 9 powerful lessons that I learned from nearly a decade of apartment investing. If you're just starting out or looking to level up, these actionable insights will help you fast-track your journey, avoid costly mistakes, and build long-term wealth through multifamily real estate. From mindset and strategy to deal criteria and networking,...

How to Raise Capital by Becoming the Bank: Eddie Speed Reveals the Passive Income Advantage 16.07.2025

In Episode 24 of the Stephen Lee-Thomas Show, we talk multifamily real estate alternatives with Eddie Speed, who has completed over 50,000 note deals and is a pioneer in the note investing space. Eddie is the founder of NoteSchool and president of Colonial Funding Group. He shares his remarkable 40+ year journey from working in real estate to building a career as a full-time note investor, helping...

Secrets to Raising Capital & Compressing Time in Real Estate: Ginger Faith’s Blueprint for Fast-Tracking Success 02.07.2025

In Episode 23 of the Stephen Lee-Thomas Show, we talk multifamily real estate with Ginger C. Faith, who has scaled her residential and commercial portfolio over three decades, flipping 57 homes including two featured on HGTV and recently venturing into large commercial assets. Ginger shares her inspiring journey from reading Nothing Down in her 20s to becoming a trailblazer for women in real estat...

The Beginner’s Guide to Apartment Investing: Start Smart, Scale Fast 18.06.2025

In this solo episode of the Stephen Lee-Thomas Show, I break down the exact 3-step blueprint to get started in apartment investing, even if you're brand new and still working a full-time job. You'll learn why the first step isn’t about tactics, it’s about mindset. I'll walk you through Robert Kiyosaki’s Cashflow Quadrant and how shifting your position from employee to investor is the real first mo...

From Job Loss to Financial Freedom: Janice Greenley’s Journey to 152 Units 04.06.2025

In Episode 22 of the Stephen Lee-Thomas Show, we talk multifamily real estate with Janice Greenley, founder of Greenroot Capital, who has scaled her portfolio to 152 units in assets under management. Janice shares her journey from being a headhunter to becoming a full-time real estate investor. Discover why she transitioned from single-family rentals and energy consulting to multifamily and storag...

Building a $500M Real Estate Lending Empire: Ruben Izgelov on Shifting from Risk to Reward 22.05.2025

In Episode 21 of the Stephen Lee-Thomas Show, we talk multifamily real estate and private lending with Ruben Izgelov, who has scaled his portfolio to over $500 million in assets under management. Ruben shares his incredible journey from humble beginnings as an immigrant in Queens, NY, to co-founding two powerhouse firms: We Lend, a tech-driven private lending company, and States Capital, a $300 mi...

How to Buy Real Estate on Your Own Terms: Chris Prefontaine’s Insider Strategies 07.05.2025

In Episode 20 of The Stephen Lee-Thomas Show, we dive deep into creative real estate investing with Chris Prefontaine, founder of Smart Real Estate Coach, 4-time best-selling author, and Forbes Business Council member. With over 33 years of experience, Chris has weathered multiple market cycles and built a thriving real estate business without relying on banks or personal loans. Chris shares how h...

From Wholesaling to 136 Units: Eric Lindsey’s Proven Multifamily Game Plan 23.04.2025

In Episode 19 of the Stephen Lee-Thomas Show, we talk multifamily real estate with Eric Lindsey, who has scaled his portfolio to 136 units as a general partner. Eric shares his journey from wholesaling single-family homes to building a sustainable investment career through mobile home parks and apartment syndications. Discover why Eric transitioned from high-volume wholesaling to multifamily inves...

Revolutionizing Property Ownership: The Rise of Tokenized Real Estate with Ricardo Johnson 09.04.2025

In Episode 18 of the Stephen Lee-Thomas Show, we dive into the future of real estate investing with Ricardo Johnson, founder of Oases, a pioneering platform that leverages blockchain technology to make real estate investment more accessible. Through tokenized co-ownership, Ricardo is revolutionizing how investors can own fractional shares of income-generating luxury properties offering flexibility...

The Art of Capital Raising: How to Attract Investors & Build Trust - Lance Pederson’s Proven Strategy 26.03.2025

In Episode 17 of the Stephen Lee-Thomas Show, we dive deep into capital raising, investor trust, and AI-driven deal analysis with Lance Pederson. Lance shares his journey from selling an IT services company at 21 to managing a $300M+ equity fund and helping over 200 sponsors launch investment funds. Now, as the co-founder of Passive Advantage, he’s revolutionizing deal analysis for passive investo...

Scaling $300M+ in Real Estate: Michael Voulgarakis’ Investment Strategy 12.03.2025

In Episode 16 of the Stephen Lee-Thomas Show, we dive into multifamily real estate with Michael Voulgarakis, a seasoned investor with 18 years of experience in underwriting, capital raising, and asset management. With over 26 deals—18 of which have gone full cycle—Michael has scaled his portfolio to over $300 million in assets under management. In this episode, Michael shares why he invests in Sea...

From Corporate Grind to Marketing Machine: Jason Wright’s Investor Funnel Blueprint 26.02.2025

In Episode 15 of the Stephen Lee-Thomas Show, we dive into the intersection of digital marketing and real estate investing with Jason Wright – a speaker, author, real estate investor, podcast host, and digital marketing expert. Jason shares how he left the corporate grind to build a thriving digital marketing business, Intentionally Inspirational, and how his expertise in lead generation helps inv...

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