Map Before You Measure
It can be a pain to document all those cones. Given this, if you carry a mental picture of the documentation needed, you can avoid measuring that requires cones. As an example, I had a course where the runners entered a street from the left, ran to the left for some distance, and exited the street to the right. The race director was making gestures about how he was going to use cones to guide the runners as they crossed the street. I told him I was going to measure the shortest possible route, and he could cone on race day as he wished.
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