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With the budget you have for a truck you should be able to find one get a smaller steering wheel and put either the air assist steering kit from an A3 or there are a couple people that make power steering kits for them. Either type will set you back about 1800-2000 unless you can find a used air...

You cant go wrong with a deuce. Parts and trucks are plentiful and they are extremely cool. Insurance ranges, try putting "deuce insurance" in the search function. There is a lot written about it. Your size will make it tight but still doable. CUCVs are nice but they dont draw a crowd like a...