The end of the last book says there are no endings and will *never* be endings to the wheel of time. I hope I do not come across as dense, but this kind of makes me wonder that if the Dark One wins that his win will not matter once the wheel resets itself. Am I correct in this interpretation? I hope I am not overthinking this... Anyone want to chime in on this?

There will only never be an ending if Shai'tan never wins, which will likely only be true if He cannot win. If He can win, and He does, He wins for good. He destroys the Wheel, so there can never be another turning.

If the Champion of Light kills the DO, that will break the Wheel as well.

Exactly. And with the Wheel broken a dead Creation. Wow. Quite a big thought. I wonder if Thanos will come off well in the Avengers when he comes as well as the Dark One did in this series?