You can't ask your team the question that scares you most. “Are we about to run out of road?” “Is my co-founder still the right person for this stage?” “Have we built a business, or just a busy job for 80 people?” Ask those out loud internally and you risk panic, politics, or a resignation by Friday. So most leaders carry them silently. For months. This is the quiet tax of leadership: the higher you go, the fewer safe places you have to think. An outside advisor isn't