Send us Fan Mail 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 authentic online engagement, the story behind her viral v...

Send us Fan Mail 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 fund focused on helping investors participate in multi...

Send us Fan Mail 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 multifamily investing. This conversation dives into the ...

Send us Fan Mail 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 experience across hospitality, retail, multifamily, and now off...

Send us Fan Mail 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 the hard way about property management, partner selection...

Send us Fan Mail 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 York City. With no prior tech background, Gabe breaks d...

Send us Fan Mail 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 world), explains why he focuses on just three asset classes,...

Send us Fan Mail 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 northern Utah—learned that your word is your bondFather left the ...

Send us Fan Mail 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 work with your values, and how she's redirecting her ene...

Send us Fan Mail 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 leadership and executive roles at Fortune 500 companiesThe unsettling...