the first ninety days of any new relationship
on onboarding new partners and operators, and why the early friction is a feature, not a bug.
ran through several new operator and advisor onboarding conversations this week, and it reinforced something i keep relearning: the first ninety days of any working relationship are where you find out whether it's real or just enthusiasm.
early on, everyone is optimistic. the pitch was good, the fit felt obvious, the first call had energy. that energy is real but it isn't evidence yet. the evidence comes in the first quarter, when the actual work starts hitting friction, timelines slip a little, expectations turn out to be misaligned in some small way that nobody caught during the pitch phase.
the mistake is treating that early friction as a red flag that the partnership was wrong. more often it's just the partnership becoming real. two parties who agree on everything in the honeymoon phase and then hit a disagreement in month two aren't failing, they're doing the actual work of building a functioning relationship instead of a polite one.
what matters is how the friction gets handled. does it get addressed directly and quickly, or does it get avoided until it curdles into resentment. the partnerships that survive the first ninety days and go on to compound for years are almost never the ones with zero friction, they're the ones where both sides got comfortable naming the friction out loud early, before it had time to calcify.
i've started treating the onboarding period less like a formality and more like a diagnostic. how someone handles the first small disagreement tells you more about the next three years than the entire pitch process did. it's the cheapest information you'll ever get about a relationship, if you're paying attention to it instead of rushing past it to get to the real work.
what did the first friction point in your most important working relationship actually teach you?
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