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RE: Robert Young fakes run across America
I was fortunate enough to be able to ride my bike for a shirt distance in Pennsylvania with a self-supported crosser (incredible feat she did averaging over 30 miles a day pushing a stroller).
She told me the most difficult part of the run was Pennsylvania. You know you are getting near the finish line, but the terrain is constant up and down. Very slow and arduous. There aren't major climbs, the mountains top out around 1500 feet. The highest point in Pennsylvania is 3200 feet (Mt Davis) but it's south of the route I think he will take.
Her route into NYC made the most sense to me. I haven't looked at the current route (I'll definitely try to meet up with the crew when they get to Eastern Pennsylvania), but the way she ran was via Hackettstown NJ to the George Washington Bridge. Rte 46 to 10 is probably the best way to the bridge. It is course traffic-nutty around there and it only gets wackier as you get closer to the Bridge.
Best of luck!
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