136 | Why 90% of Family Wealth Is Gone By the Third Generation (And How to Stop It) with DJ Van Keuren
What separates the entrepreneurs who build lasting, generational wealth from those who watch it disappear by the second or third generation? In this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan sits down with DJ Van Keuren – Harvard educated family office real estate expert, founder of the Family Office Real Estate Institute, and a man who has personally managed real estate portfolios for some of the most prominent families in the country, including the Marriott family, to unpack the strategies, systems, and mindset shifts that turn entrepreneurial success into a lasting legacy. DJ brings decades of real-world experience navigating everything from luxury hotel acquisitions in New York City to distressed multifamily opportunities, and he doesn't hold back on exactly where wealthy families go wrong and what to do instead. Patrick and DJ dive deep into the four pillars of real estate wealth building - appreciation, depreciation, amortization, and cash flow and why the average family office allocates roughly 24% of its portfolio to real estate. DJ reveals the single biggest mistake business owners make once they accumulate significant wealth (hint: it's the same thing that made them successful in business, and they stop doing it), how to properly stress test a deal before you commit, why underwriting the operator matters far more than underwriting the deal itself, and why right now may be one of the most compelling buying opportunities in the 18.6-year real estate cycle. Whether you're evaluating your first syndication or building a multi-generational real estate portfolio, this conversation gives you the framework, the questions to ask, and the perspective to invest with confidence. Key Takeaways: The average family office allocates ~24% of its portfolio to real estate, for good reason. Appreciation, depreciation, amortization, cash flow, and leverage all work together to build wealth in ways other asset classes simply can't match The #1 mistake wealthy business owners make is applying zero structure to managing their own wealth, the same rigor (goals, strategy, quarterly reviews) that built the business needs to be applied to the portfolio An Investment Policy Statement (IPS) is the foundation, it defines what you'll buy, what returns you're targeting, and whether future generations are part of the picture Always underwrite the operator before the deal, a great property with a bad operator is a bad investment. Ask how they navigated the Great Recession, not just what returns they posted Stress test every deal, model the worst case scenario (higher cap rate at exit, higher refinancing rates) and ask if you can live with that outcome before you commit Real estate runs on an 18.6-year cycle, DJ believes we are currently at a prime buying point, with distressed multifamily assets hitting the market due to financial pressure, not property failure Multifamily has historically never exceeded 11.6% vacancy - the resilience compared to commercial or office makes it a core holding for cash flow and downside protection 70% of family wealth is lost by the second generation; 90% by the third - governance, family councils, and intentional planning are the antidote Real estate's illiquidity is a feature, not a bug, it protects families from emotional decision-making and forces the long hold that builds real wealth The optimal number of properties in a family real estate portfolio is 15, per FORE Institute research, funds can be an efficient path to that diversification without the management burden Learn More About DJ: Family Office Real Estate Institute: fore.institute DJ Van Keuren's personal website: djvankeuren.com Resources: Visit vitalstrategies.com to download FREE resources Listen to the podcast on your favorite app: Vital Wealth Strategies Podcast | Tax & Financial Strategies for Entrepreneurs Follow on Instagram at https://www.instagram.com/vital.strategies Follow on Facebook at https://www.facebook.com/VitalStrategiesPodcast Follow on LinkedIn at https://www.linkedin.com/in/patricklonergan/ Credits: Sponsored by Vital Wealth Music by Cephas Art work by Two Tone Creative Audio, video, research and copywriting by Victoria O'Brien













