Not many sites seem to deal in distance when talking about replacing skateboard wheels, but I was able to find this:

https://skateboardscan.com/skateboard-wheels-last/

So according to that he'd need 10-30 sets of skateboard wheels to cross the country.

Of course if you're just riding on the side of highways in a straight line forever you could probably get a little more out of them since you're not doing any precision work or tricks.

Chad Caruso did it last year using a single setup for the whole trip, so 4..

https://www.jenkemmag.com/home/2023/05/22/how-chad-caruso-skated-across-america/

You won't believe it;

Albert Einstein.

If someone thought it would take two weeks there would be no concern about wheels wearing out. They also wouldn't have the planning skills for a way home, becsuse how far could that be?

I'm assuming it is a parody account.