#90 Most Investors Lose Money in Bad Markets - Here’s What the Smart Ones Do
Release Date: 01/27/2026
#90 Most Investors Lose Money in Bad Markets - Here’s What the Smart Ones Do
Real Estate Masters Podcast
Most Investors Lose Money in Bad Markets - Here’s What the Smart Ones Do breaks down how experienced operators stay profitable when the market shifts—by building multi-cycle businesses, stacking multiple marketing channels, and keeping several exit strategies ready at all times. Jason Lewis shares why “one-trick” deal flow collapses fast, how to adapt between wholesale and flips as spreads change, why staying in the first-time-buyer price range can protect margins, and how AI could reshape housing demand and the middle class over the next decade. The conversation also gets tactical on...
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#89 He Bought Dirt… And Turned It Into a Scalable Business
Real Estate Masters Podcast
He Bought Dirt… And Turned It Into a Scalable Business breaks down how land investing became the vehicle for rapid scale, freedom, and long-term wealth after traditional real estate paths fell short. In this episode, Clayton Hepler walks through the shift from rentals and wholesaling into land, why land remains a blue-ocean asset class, how scalable deal structures really work, and what separates hobby investors from true operators. From virtual teams and seven-figure land deals to misconceptions around liquidity, underwriting, and buyers, this interview reveals why land can outperform...
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#88 This Real Estate Strategy Pays Off BIG (Most Investors Miss It)
Real Estate Masters Podcast
This Real Estate Trick Pays Off BIG shows how Daniel McBrinn leverages share buyouts and curative title deals to generate substantial passive income. In this video, Daniel shares his journey from wholesaling to buying property shares at deep discounts, revealing how he identifies the best deals and maximizes profits while minimizing risk. Viewers will learn actionable strategies, insider tips, and the mindset needed to succeed in real estate investing—perfect for beginners or seasoned investors looking to scale their business. _______________________________ If you want to learn how to run...
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#87 How Real Estate Investors BUY Their Time Back | Jon Burgher
Real Estate Masters Podcast
Buy Time Back With Real Estate explores how real estate investing can be used to create true passive income and long-term time freedom instead of trading hours for dollars. In this episode, Jon Burgher shares how he built a buy-and-hold portfolio across multiple states using creative financing, lease options, seller finance, and private money. He explains why wholesaling is transactional, how investors can earn multiple paydays from a single property, the importance of monthly cash flow goals, and how market shifts, AI, and adaptability play a role in building a sustainable real estate...
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#86 What Actually Creates Fast Deals in Wholesaling
Real Estate Masters Podcast
In What Actually Creates Fast Deals in Wholesaling, Peter Russell breaks down how to turn motivated seller leads into profitable deals quickly. Peter shares his nine-year journey in real estate, from bandit signs and early hustle to running lean, high-margin operations across multiple markets. He explains why he now relies heavily on direct mail, how many deals he expects from 30,000+ monthly mailers, and why double closings are essential for protecting your spread. Viewers also get Peter’s take on scaling back to a smaller team, redefining success as true wealth and freedom, and exactly...
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#85 This Is EXACTLY Why Most Real Estate Leads Go COLD
Real Estate Masters Podcast
Real Estate Leads Go Cold – Paul breaks down why most real estate investors lose deals in the follow-up stage and how better systems can dramatically improve conversions. In this episode, I sit down with Paul from REI Omni Drip to talk about drip campaigns, backend operations, market trends, and why substance-driven follow-up builds trust with sellers over time. We cover real-world investing experience, marketing psychology, CRM automation, and what separates top operators from everyone else in today’s competitive real estate market. _______________________________ If you want to learn how...
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#84 The Strategy Smart Investors Don’t Talk About
Real Estate Masters Podcast
Smart Real Estate Investing Strategy | Mark Vincent Fansler breaks down how top investors think differently about market cycles, mixed-use development, and long-term wealth. In this episode, I sit down with Mark Vincent Fansler to talk about his journey from carpenter to leading large-scale commercial mixed-use projects across the country. We cover market timing, building resilient investment strategies, assembling the right team, raising capital, avoiding common investor mistakes, and defining real success beyond money. If you’re serious about real estate investing and want to understand...
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#83 How This Developer Built an EMPIRE Through Relationships
Real Estate Masters Podcast
In “How This Developer Built an Empire Through Relationships and Reinvention,” Ornella shares how she went from nonprofit work in Colombia to becoming a fast-growing real estate developer operating across Texas, Florida, Georgia, and the Carolinas. She explains how she accidentally entered the industry, scaled from flips to new construction, built a holding company with multiple divisions, and overcame early challenges as a woman with no money, no experience, and no network. Ornella breaks down the key strategies behind her rapid rise—mentorship, masterminds, strong teams, constant...
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#82 How AI Is QUIETLY Changing Real Estate Investing | Stephanie Betters
Real Estate Masters Podcast
How AI Will Take Over Real Estate reveals why TV advertising is still one of the most reliable ways to bring in high-value leads and motivated sellers. In this interview with real estate investor and SaaS founder Stephanie Betters, you’ll learn how strong systems, clean data, AI, and strategic TV ads for business can keep you in the game for the next 10–15 years. We talk about what makes a profitable TV commercial, why your CRM data is your real “gold,” and how to think like long-term operators instead of short-term hustlers. If you want marketing that builds credibility, authority,...
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#81 From BURNOUT to FREEDOM With Small Teams in Real Estate
Real Estate Masters Podcast
In “From Burnout To Freedom With Small Teams And Seller Financing,” Jenn & Joe Delle Fave share how they transformed their real estate journey from burnout and oversized operations into a lean, profitable creative finance business focused on freedom, family, and great terms. They break down Jen’s transition from teaching to full-time investing, Joe’s shift into creative finance after being capped by banks, the $100-down 0% interest deal that changed everything, and why they chose fewer, bigger, higher-quality deals over high-volume chaos. They also reveal how they structure seller...
info_outlineMost Investors Lose Money in Bad Markets - Here’s What the Smart Ones Do breaks down how experienced operators stay profitable when the market shifts—by building multi-cycle businesses, stacking multiple marketing channels, and keeping several exit strategies ready at all times. Jason Lewis shares why “one-trick” deal flow collapses fast, how to adapt between wholesale and flips as spreads change, why staying in the first-time-buyer price range can protect margins, and how AI could reshape housing demand and the middle class over the next decade. The conversation also gets tactical on direct mail: fresh data, high-performing niche lists, predictive modeling, and creative split-testing that improves results over time. It wraps with a key business lesson—running with a clearer vision and stronger execution systems so the business doesn’t break when conditions do.
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Tony is the owner of an INC 5000-rated Real Estate Investment Company. He has been featured in Bigger Pockets, Wholesaling INC, Steve Trang's Real Estate Disruptors, Joe Fairless' Best Ever Podcast, and many other top podcasts and platforms.
When Tony is not working on his business, he enjoys flying his plane. You can see videos on that and how he uses airplanes to save money on taxes.
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