Steal This Process to Find the Best Real Estate Market with John Casmon, Ep. 770
Release Date: 12/09/2025
Multifamily Insights
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Yosef Lee is a full-time litigation attorney based in New York who pivoted into multifamily real estate investing to gain greater control over his time and legacy. Driven by his desire to be more present for his two daughters, Yosef began his investing journey in 2019, joining mastermind communities and building a network from scratch. Since then, he has become a general partner in 17 syndications, participated in 5+ joint ventures, and successfully exited multiple deals—including a 3X equity multiple from his first investment. He now shares his journey to help others take purposeful action,...
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Nadav Schnall is the co-founder of , a proptech startup focused on real-time risk mitigation for multifamily and commercial buildings. With a decade of experience at First Service Residential as VP of Luxury Properties and New Development, Nadav saw firsthand the operational challenges that property managers face. His venture addresses those pain points through sensor-based monitoring that’s already helped prevent thousands of potential insurance claims. Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, . Key Takeaways ...
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Dr. Tudor Francu is a Romanian-born anesthesiologist and real estate investor with over 15 years of experience. After immigrating to the U.S. at age 28 and building a successful medical practice, Tudor began investing in real estate—starting with single-family homes before transitioning into multifamily syndications. He has managed 30+ properties, overseen operations on multifamily assets, and now serves as a general partner in large-scale apartment deals. Tudor is the founder of Stellar Multifamily and host of the Stellar Success Podcast. Make sure to download our free guide,...
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Sharon Karaffa is the President of Multifamily Debt and Structured Finance at Newmark. With over two decades of experience, she’s built her career advising on agency lending, capital markets strategy, and multifamily finance. From starting in corporate finance at Fannie Mae to shaping lending strategies during volatile market cycles, Sharon brings a rare lens on long-term trends and real-time insights. She has led teams through critical transitions, including Fannie Mae’s restatement period and the public launch of Newmark’s multifamily platform, giving her a comprehensive view from both...
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In this guest appearance on the Investor Fuel – Real Estate Mastermind podcast, John Casmon shares his journey from working in corporate advertising to building a $150M multifamily portfolio. He opens up about his employer filing bankruptcy during the 2008 financial crisis, house hacking in Chicago, and discovering the power of mentorship and raising capital. With clarity, honesty, and strategic insight, John lays out a realistic roadmap for transitioning from W-2 work to full-time real estate investing—and how mindset and mission can elevate your ability to serve others through...
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This episode features a solo session with John Casmon, where he draws on personal investing experience in markets like Chicago, Cincinnati, Louisville, and San Antonio to share a deep-dive framework for evaluating which markets to invest in, and how to spot the signs of long-term growth. From understanding economic indicators and infrastructure to aligning your personal investing style with neighborhood dynamics, this episode is packed with strategic guidance on identifying the right market — and the right moment — to make your move. Make sure to download our free guide, 7...
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Chris Wise is a Navy veteran, attorney, and founder of Wise Capital—a property technology company focused on upgrading Class C multifamily housing through in-house AI, IoT, and data systems. By combining real estate ownership with smart software development, he’s redefining operations and improving tenant experiences across older multifamily assets. Based in Louisville, Kentucky, Chris brings a unique blend of military discipline, legal expertise, and tech innovation to the multifamily investing space. Make sure to download our free guide, 7 Questions Every Passive Investor...
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Joe Rinderknecht is the founder of Upgrade Partners Capital and Cowboy Capital, a real estate investment firm specializing in acquiring and operating value-add multifamily properties. With deep roots in ranching and a background in construction, Joe brings a hands-on approach to real estate, backed by years of entrepreneurial experience. His journey from working blue-collar jobs to managing complex multifamily assets reflects his drive to create generational wealth and live intentionally. In the past year alone, Joe and his partner Levi have closed on 419 units across several states—all...
info_outlineThis episode features a solo session with John Casmon, where he draws on personal investing experience in markets like Chicago, Cincinnati, Louisville, and San Antonio to share a deep-dive framework for evaluating which markets to invest in, and how to spot the signs of long-term growth. From understanding economic indicators and infrastructure to aligning your personal investing style with neighborhood dynamics, this episode is packed with strategic guidance on identifying the right market — and the right moment — to make your move.
Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.
Key Takeaways
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Start by investing in your own backyard, local familiarity and access outweigh national trends early on.
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Use “path of progress” logic to spot adjacent neighborhoods with similar fundamentals but lower prices.
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Look for population growth, industry diversification, infrastructure investment, and pro-development policies.
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Understand your own investing goals to determine what kind of markets and submarkets align with your criteria.
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Ride the coattails of developers and large employers, when they commit to a market, opportunity follows.
Topics
Why Market Selection Matters
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Why investing close to home gives you an advantage
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How John evaluated neighborhoods like North Center, Avondale, and Hermosa in Chicago
Expanding Beyond Your City
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Lessons from shifting to Cincinnati and using family ties to anchor new market exploration
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The importance of clarity on investor criteria before analyzing new areas
What Makes a Market Attractive
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Key indicators: population growth, job diversity, geographic accessibility
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Red flags: rent control, oversupply, misaligned development
Case Studies: Cincinnati, Louisville, San Antonio
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The impact of infrastructure and corridor development in Cincinnati
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How recession-resistant industries shaped John’s decision to invest in Louisville
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Why San Antonio’s “quiet strength” made it a strategic move
Using Public Data to Guide You
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Sites John uses: census.gov, bls.gov, datausa.io
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How to track local chambers of commerce, development plans, and funding incentives
What to Avoid or Watch Closely
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Risks of relying on government subsidies or unstable funding
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Importance of local political climate and long-term planning by municipalities
📢 Announcement: Learn about our Apartment Investing Mastermind here.
Next Steps
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Research your backyard market before expanding elsewhere
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Align your criteria (cash flow vs. appreciation, investor type) before evaluating a market
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Track macro indicators (population, jobs) and micro conditions (local policy, neighborhood dynamics)
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