Yes. I agree that neither scenario is strictly easier than the other. There are some plans that only work if takeoff is slow, and some plans that only work if takeoff is fast. Unfortunately, if you make the real world messier, I expect that neither of those categories is particularly likely to work well in practice. If you have a plan that works across several simple situations, then I think it’s reasonable to hope it will work well in the (complicated) real situation. But if you have N plans, each of which works well in 1 of N simple situations, then you are liable to be overfitting.
Yes. I agree that neither scenario is strictly easier than the other. There are some plans that only work if takeoff is slow, and some plans that only work if takeoff is fast. Unfortunately, if you make the real world messier, I expect that neither of those categories is particularly likely to work well in practice. If you have a plan that works across several simple situations, then I think it’s reasonable to hope it will work well in the (complicated) real situation. But if you have N plans, each of which works well in 1 of N simple situations, then you are liable to be overfitting.