Boy! You really did work hard on the rules. I’m amazed that the leaderboard can apply all of them. Good backend!
I would have worded this one differently. The current wording is:
For each course, the male and female with the fastest times will be awarded 100 points. For every other person completing the course, their fastest time will be awarded the number of points corresponding to what percent of the fastest time they ran. For instance, if the winner of a particular course runs 43:33 for 100 points and the second-fastest person runs a 44:19, that person gets 98.27 points.
First sentence is fine. After that:
Every other person completing the course will be awarded a number of points corresponding to what percent their fastest time is the overall fastest time. For instance, if the winner of a particular course ran in 43:33 for 100 points, a person who ran in 44:19 gets 98.27 points because 43:33 is 98.27% of 44:19.