You have to pick:

So...essentially, you have 41 days to walk 1,000 miles..
...which is about 24 miles a day...
Hmmmmmm would it be worth it?

I call dibs on Thom Bombadil

Well played RoguePainter. Well played. :D

Seriously though, I think the intent is that you are an _unimportant_ character, like a peasant.