What is the smallest thing you let slip that ended up costing you the most?
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I run three businesses and for a long time I assumed the big decisions were the risky ones. The one that actually cost me was small, a supplier invoice I meant to double check and kept pushing to tomorrow, and by the time I noticed the error it had already gone through two billing cycles. Nothing about it looked urgent in the moment. No fire, no message marked important, just quiet until it was expensive.
Curious what your version of that was, the small thing nobody in the moment would have called risky, and whether you changed anything afterward or just started worrying about the next quiet one.
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Mine was probably not documenting small decisions clearly enough. A quick assumption or shortcut can feel harmless in the moment, but months later you lose the context behind why something was done and end up spending much more time revisiting it.
I’ve started treating documentation as a lightweight insurance policy — not writing long reports, but capturing key decisions, owners, and next steps before they disappear into messages and meetings.