For the desert island question i would have to know if escape was possible given my choice of item OR if i would inevitably be trapped there. if i knew i was going to be there til i died, i'd probably bring a knife... or some wasabi for all the fresh fish i'd plan on eating...
with the possibility of escape, and given that the island was under the jurisdiction of the U.S., i'd bring a huge saw solar powered saw. i'd make improvements all over the island, make my presence open and notorious (slice up some trees and write out "sos," build myself a nice hut, maybe cultivate some land if i could fashion other tools using the resources there and the saw) so that at least at the end of the whole thing, i would be tan and own a freaking island.
Ultimate. Answer. Win.
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