A new CEO in the first 30 days of a hold is dealing with more uncertainty than at almost any other point in the relationship, and what they need from an operating partner in that window is quite different from what they’ll need six months in, even though it’s tempting to treat the relationship the same way from day one. 


What they don’t need, in the first 30 days, is a comprehensive strategic review or a long list of areas for improvement. They’re still learning the building. A detailed critique delivered before they’ve had time to form their own view of the business reads as a vote of no confidence, whether or not that’s the intent, and it tends to put the relationship on a defensive footing that’s hard to walk back later. 


What they do need is genuine availability without an agenda attached. A CEO in the first month is going to hit small, specific problems, a stuck vendor negotiation, an unclear reporting line, a board question they’re not sure how to frame, and what they need most is someone they can raise those with quickly, without it turning into a bigger conversation about performance. 


Being useful on the small, unglamorous things in month one is what earns the credibility to be useful on the bigger things in month six. 


The other thing worth doing early, and it’s easy to skip because it feels less urgent than everything else: ask the new CEO directly what kind of support would actually be useful to them, rather than assuming based on what’s worked with previous portfolio companies. 


CEOs vary enormously in how much operational detail they want an operating partner involved in, and guessing wrong in either direction, too hands-off or too hands-on, costs you trust that’s expensive to rebuild later.

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