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@kattt
thanks for all your input!
someone else is planning this trip and he's being quite vigilant about making sure the route is as safe as possible. it would be a 3 month - 3,000 mile excursion, which means 30 miles/day average (of course there will be 100 mile days and 0 mile days) - so i don't think it'll be a terribly grueling pace/we should be able to spare days for border crossing.
i am worried about the roads! and i'd probably buzz my hair so i looked less girly/required less personal maintenance.
does anybody know anything about getting a trip like this sponsored?