Depending on how sporty you want to be, you might want to just go right to a V-Strom (or Versys). I have a naked SV, and it does just fine on the hwy, but it isn't going to give you any wind protection to speak of. Not really a problem, but if you want a similar bike that's more set-up for hwy riding, the Strom is pretty decent.
There's an '08 V-Strom ABS in my area right now with 47K on it for $2300. If maintained halfway decent they are going to go 100K just fine.
Enough power, moderate weight, but not a monster to wrestle around.
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