[JesseK]

I don't know about time - that can get tedious - but I do like where you're going with it Chris.

Seems like checkbox-style would work. Three options:
attempted | got stuck | completed

If 'completed' is checked, then 'attempted' is auto-checked.
Maybe even the checkboxes should be replace by +/- buttons that incremented a number - would be better to discern multiple crossings versus "it can do it". That would draw out what a robot prefers to do.

This year's scouting isn't the easiest thing to frame up and work out. The drive coaches need to know a lot to make good pre-match choices...