Both Sides of the Table: Paul Shannon’s Complete LP Playbook

Both Sides of the Table: Paul Shannon’s Complete LP Playbook

June 30, 2026 · 40 min

About this episode

Paul Shannon discusses his new book and shares insights on passive investing and capital allocation.

Get Paul Shannon's Book, Both Sides of the Table: https://www.amazon.com/dp/B0H4W5D288?spcref=PUBLISHED_PREORDER_LIVE This Episode Paul returns to PassivePockets to discuss his new book, Both Sides of the Table, and the lessons he has learned as an LP, fund manager, and GP. He and Chris unpack the difference between being a “syndication consumer” and a true capital allocator, including why newer investors often get pulled in by polished decks, urgency-driven marketing, and projected IRRs without fully understanding the downside. Paul explains how he evaluates market cycles, why timing still matters even if you can’t perfectly call the bottom, and how he thinks about toggling between aggressive and defensive portfolio positioning. The conversation also gets into sponsor character, fraud risk, debt structure, and the hard lessons that come from deals where communication breaks down or capital is misused. Chris and Paul also dig into practical due diligence: what can disqualify a deal in the first five minutes, why metrics like yield on cost and IRR partitioning matter more than flashy projected returns, and why the debt stack can make or break an otherwise strong-looking deal. For…

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