EPS 342 - "Equity Dried Up. Deals Are Cracking. Now What?"

Raising equity used to be the easy part—today, it's the biggest hurdle. Veteran real estate securities attorney Eugene Trowbridge unpacks the legal landmines, capital challenges, and shifting dynamics in apartment syndication. From SEC rules to struggling deals and cautious investors, this conversation connects the dots on why deals aren't penciling—and what smart operators must do to survive and win in today's market. Key Takeaways: The New Reality of Raising Equity 1) Equity has gone from abundant to scarce almost overnight 2) Many investors are either fully deployed or sitting on the sidelines waiting for clarity 3) Larger deals ($10M+) increasing require multiple GPs and creative capital stacks Legal Structure Matters More Than Ever 1) Understanding Regulation D (506B vs 506C) is critical. 506B: Relationship-based, no advertising, limited sophisticated investors 506C: Allows advertising but requires strict accreditation verification. Market Stress is Exposing Weak Deals: Rising interest rates + bridge debt + depleted reserves = distressed assets. The Hidden Risk in Capital Raising: Not all "capital raisers" are operating legally. Transaction-based compensation without property licensing can trigger SEC enforcement. Final Thought: Today's market is separating professionals from pretenders. Capital is harder, deals are riskier, and the legal framework matters more than ever. The operators who understand both the financial AND regulatory side of the business will be the ones still standing when the market turns. To contact Gene Trowbridge: gene@tnllp.com Ready to unlock the potential of multifamily syndications? Learn how Michael Becker's proven real estate syndication strategies can help you grow wealth and build long-term financial success. Visit SPIADVISORY.COM to start your journey today.

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EPS 342 - "Equity Dried Up. Deals Are Cracking. Now What?" is an episode from Old Capital Real Estate Investing Podcast with Michael Becker & Paul Peebles by Paul Peebles.

This episode is 41:16 long.

This episode was published on Apr 21, 2026.

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