I readily admit I don’t understand the mathematical depth needed to illustrate and resolve this riddle. Frankly it seems so simple it’s absurd. Everyone knows that Achilles would blow by the tortoise, so imo empiricism is enough. If you had to understand why, I would first break it down into why we’re looking at it in the way of mathematics.
Between any two independent objects, there is a distance. However, a kilometer is not a yard, and a yard is not a foot. It depends on how you look at it. The fact, though, is that no matter how you look at it, measurements don’t actually exist. Basic dimensions of length, width and depth certainly exist at different degrees, but the fact remains: the middle of anything is purely subjective, just as the length of a distance between two objects is purely subjective; not only that, the systems we’re using to measure and find the middle of anything don’t actually exist! That’s it, that’s the answer: mathematics and other systems of measurements are mental constructs, therefore there is no paradox of any kind. Sense-experience gives us all the information we need.
In other words, I’d put my money on Achilles; I don’t know many who wouldn’t.