Weiss Advice

Weiss Advice

Learning from the Best in Real Estate Business and Beyond. I love talking to successful people, and asking them for advice and tips on business and life. I'm very blessed to have an amazing network. They say your Network is your Net Worth, and it's true. If you want to learn more from these successful people, listen in. Learn more at www.yonahweiss.com

Episodes

March 17, 2026 40 mins

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In this episode of Weiss Advice, we sit down with Fly Jamerson, a commercial real estate marketing strategist known for her creative approach to social media and storytelling in CRE. Fly shares how she transitioned from a 15-year career in theater, film, and academia into the world of commercial real estate marketing—and how content creation helped her build relationships across the industry.

Fly discusses the power of au...

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In this episode of Weiss Advice, Yonah Weiss sits down with Rey, a former U.S. military officer turned multifamily real estate investor and fund manager. Since entering the space in 2016 and retiring from the Armed Forces in 2019, Rey has helped lead acquisitions of over $150 million in multifamily assets.

Rey is the Co-Founder and Senior Managing Principal of Stressless Capital Fund, a customizable real estate investment...

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In this episode of Weiss Advice, Yonah Weiss sits down with Linda Holtz, multifamily investor, property management expert, and co-founder of M2RE (Married to Real Estate).

Originally from France, Linda moved to the United States in 2012 with two suitcases and a dream. What started with door-to-door sales in New York City turned into a decade-long career in property management, eventually leading her and her husband into m...

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In this episode of Weiss Advice, host Yonah Weiss sits down with Faraz Cheema, SIOR, CCIM, a Manhattan office specialist at BKREA, to unpack what it really means to understand commercial real estate from the inside out.

Faraz shares his journey from growing up around a family office to working as a financial analyst and asset manager, and how that foundation shapes the way he approaches brokerage today. With deep experien...

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In this episode of Weiss Advice, host Yonah Weiss sits down with real estate investor and broker Christina Kovacs to unpack her full journey through residential flips, short-term rentals, multifamily ownership, and asset management at scale.

Christina shares how getting her hands dirty early in her career shaped her as an operator, why she ultimately pivoted away from single-asset investing, and the lessons she learned th...

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In this episode of Weiss Advice, host Yonah Weiss sits down with Gabe Einhorn, a 23-year-old entrepreneur building at the intersection of real estate, technology, and faith.

Gabe shares his journey from capital markets into founding VryfID, a renter-first real estate tech platform designed to securely store and verify sensitive rental documents—solving one of the biggest pain points in competitive rental markets like New ...

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What if the greatest investment you could make isn't in real estate, stocks, or even private credit—but in yourself? Dave Wolcott, former Marine officer turned alternative investment expert, shares how studying millionaires and billionaires led him to discover a holistic approach to wealth that goes far beyond your bank account. In this episode, Dave breaks down private credit (the hard money lending of the business...

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What if the key to successful multifamily investing isn't just about the numbers—but about the people living in your properties? Joe Rinderknecht, the cowboy-hat-wearing founder of Cowboy Capital, shares his unconventional path from shoveling manure on a Utah ranch to operating over 1,000 multifamily units. 

[01:40 - 06:15] From Ranch to Real Estate: Building on Grit

  • Grew up ranching and breaking horses in norther...
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Sometimes the best business decision is knowing when to let go. Amy Calandrino, founder of a commercial real estate brokerage, shares her journey from hammering in her own signs during the 2010 recession to building a team of nearly 10 advisors—and why she ultimately chose to close her firm to join Cushman & Wakefield. In this episode, Amy reveals the hidden costs of entrepreneurship, the importance of aligning your ...

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What happens when a tech executive discovers she can beat her financial advisor's returns by 5%? Divya Smith, founder of Ascending Avenue, shares her journey from 20+ years in Fortune 500 leadership to managing $300M+ in multifamily assets while helping others achieve financial freedom without sacrificing family time.

[00:00 - 07:00] From Corporate Technology to Real Estate Investing

  • 20+ years in technology leader...
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What happens when a Hollywood producer trades movie sets for multifamily properties? Michael Jacobs, founder of Mar Vista Entertainment (sold to Fox Studios), shares his transition from 25 years in entertainment to building a vertically integrated real estate empire in Pittsburgh. 

[00:01 - 08:05] From Hollywood Producer to Real Estate Investor

  • Built Mar Vista Entertainment from a 2003 business plan to Fox Studios acqu...
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 What does it take to gain the trust of investors and build a business that thrives in such a relationship-driven industry?

In this episode of Weiss Advice, Yonah speaks with Julia Anderson, founder of Capital Catalyst and fractional CMO, who shares her journey from managing restaurants to becoming a marketing leader in real estate syndication. Julia explains how her early hands-on business experience prepared her to help...

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What does it take to go from cash-advancing a credit card to building a vertically integrated, multi-state real estate empire? In this episode, Chris Hanson, the CEO and Founder of Hanson Capital Group, opens up about his real estate journey—from stumbling into trustee sales during the Great Recession to becoming a powerhouse in industrial real estate. He unpacks the lessons learned from losing deals, shutting down busin...

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Can one focused year of lead generation change your entire real estate career? In this episode, Carl SanFilippo, real estate broker, investor, and founder of a top-ranked RE/MAX franchise in New Jersey, shares how he went from a “dream job” he hated to building multiple businesses by mastering lead generation, distressed property niches, and scaling through smart investing. He dives into the transition from agent to inve...

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 How does a teenager go from flipping code and mining Bitcoin to owning over 600 real estate units—all before turning 30?

In this episode, Morgan Ehrenzeller, a real estate investor who began his entrepreneurial journey at just 14, shares how his early ventures in software and cryptocurrency laid the groundwork for his transition into real estate, where he now owns hundreds of units across multiple states. His story is gr...

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How can rethinking local zoning laws turn small residential lots into high-yield, multi-unit housing solutions?

In this episode, Jonathan Mitchell, founder of ADU Pals, a real estate developer specializing in scalable, affordable housing solutions in San Diego, shares his journey from growing up in Section 8 housing to launching a solar company and ultimately becoming a real estate developer focused on Accessory Dwelling ...

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What happens when generational grit meets strategic growth in commercial real estate? In this episode, Yonah sits down with Frank Sproviero, founder of One Alliance Companies, to unpack a career built on family legacy, hands-on experience, and entrepreneurial drive. From helping his immigrant family manage rental units in Brooklyn as a child to scaling a multi-division real estate company across the Southeast, Frank shar...

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What happens when commercial real estate owners ignore the fine print in their loan documents, and how can one mistake cost them everything?

In this episode, Yonah welcomes Shlomo Chopp, a seasoned expert in structured finance, real estate, and distressed asset workouts. Shlomo shares his unconventional path into commercial real estate, the importance of understanding debt structures, and the major pitfalls borrowers...

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What if your community's blighted mall could be transformed into a thriving, income-producing asset? Andy Weiner, founder of RockStep Capital, joins Yonah to share how he revitalizes struggling shopping centers by turning them into community-centered investments with strong cash flow. Drawing from over 30 years in retail and real estate, Andy explains why secondary and tertiary markets are prime for investment, how ...

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How would your financial life change if you stopped being a consumer and became the owner of your banking system? In this episode of Weiss Advice, Yonah speaks with Jim Oliver, founder of CreateTailwind and advocate of the Infinite Banking Concept. Jim shares his journey from poverty to financial independence, emphasizing the significance of controlling the banking function in your life. Through real-life examples and a...

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