Richard C. Wilson interviews Marc Halpern about deep due diligence and AI in private investing.
In this episode of The Capital Raiser Show, Richard C. Wilson sits down with Marc Halpern, co-founder of the Deep Due Diligence Investors Club, for a fireside chat on screening private placements at scale, managing risk in alternative investments, team-based due diligence, and what separates disciplined investors from everyone else. Marc shares lessons from five decades of breakthrough R&D and private investing, including the "jockey, horse, and track" framework, how his club uses AI to screen 400+ deals a year in seconds, and why reading every word of a PPM is still non-negotiable. The conversation dives into deal screening discipline, portfolio strategy, diversification, stress testing sponsors through market cycles, and how a team of 58 investors from wildly different professional backgrounds covers each other's blind spots better than any single expert could. Topics covered include: The "jockey, horse, and track" framework for evaluating any deal How AI deal screening tools cut through hundreds of opportunities in seconds Deep due diligence in teams and why diverse professional backgrounds matter Minimizing risk vs. eliminating it - and why you can only do one Portfolio…
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