Take things as sore pace and let everyone else overpower you? Hoping to expect them to make a mistake so you can win? The tortoise isn't the good guy in the story and neither is the hair. You shouldn't be either the hair is cocky and the tortoise hopes others fail.

No idea pretty sure it doesn't actually they're just wasting his time. Where the hell is he even going to flee to America? Bad idea from what I've heard of it but I guess it's better than where he was before oh right twins they!