From Syndicator to Securities Attorney — Gene Trowbridge’s Journey

Gene Trowbridge spent 20 years as a successful real estate syndicator before becoming a securities attorney. In this episode of the Property Profits Podcast, Gene joins Dave Dubeau to share his journey—and the compliance traps that many new capital raisers fall into.

Gene talks about the biggest mistakes he sees new syndicators make, like failing to read their own documents, misunderstanding capital calls, and paying illegal commissions. He also offers practical advice on how to legally advertise your deals and build relationships with investors—without crossing the line with the SEC.

If you’re raising capital or thinking about it, this is a must-listen conversation from someone who’s been on both sides of the table.

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