To truly understand a potential financial partner, the Chomps team went beyond the supplied references. They found a founder whose company didn't succeed under the PE firm's investment. His positive review of the partner's character, despite the negative outcome, provided the most powerful signal of trust.

CEOs provide a curated view of their company's culture. To get an accurate picture, talk to people who have left the organization on good terms for an unfiltered perspective. Also, ask behavioral questions like 'What would you tell a friend to do to be successful here?' to uncover the real cultural DNA.

When a private equity firm sells a passive stake of itself (the GP) to a large investor, it's often a negative signal. This ownership change frequently triggers a shift towards asset gathering and strategy proliferation, diluting the focus that generated the initial "great funds."

Experience taught Herb Wagner that great leaders consistently surprise on the upside. He now weights leadership quality far more heavily, assessing CEOs not by interviews or charisma, but by their verifiable track record and through trusted backchannel references who have worked with them directly.

When assessing a co-investment, LPs should request data on employee participation. Deals where the PE firm's own staff invest their personal capital tend to be the better-performing ones, serving as a powerful, internal signal of conviction that goes beyond the official pitch.

To elicit candid answers from fund managers, the most effective technique is not the question itself but the silence that follows. Resisting the psychological urge to fill the space forces the manager to sit with the question, often leading to less rehearsed and more truthful responses.

Instead of focusing on process, allocators should first ask managers fundamental questions like "What do you believe?" and "Why does this work?" to uncover their core investment philosophy. This simple test filters out the majority of firms that lack a deeply held, clearly articulated conviction about their edge.

When evaluating a deal sponsor, favor those who are reflective over those who are purely sales-oriented. The best sponsors demonstrate transparency and thoughtfulness by proactively highlighting a deal's risks on the first slide, rather than trying to hide weaknesses to secure a management fee.

When a private equity investment thesis is primarily built around a single person (e.g., a star CEO), it's a sign of weak conviction in the underlying business. If that person fails or leaves, the entire rationale for the investment collapses, revealing a lack of fundamental belief in the company's industry or competitive position.