Do you have screenshots of what you are describing?
You are in a particularly weird situation since you have so many pilots in your account. It is better to have them have their own accounts and share access with them to keep things from building up.
For users that are covering the same spot multiple times it can be a problem. What is the use case for having so many flights in the same spot? I can see having a few but not so many it is confusing to work with.