Buying the new version--pretty much whatever it is--is almost a no-brainer.You had a good reply going up until this point, but here you make me question your judgment.
Even if it's true that a tablet -- a 1st generation iPad -- was an important innovation for you, it in no way follows that an upgrade from the 1st generation to the 2nd generation will justify laying out that much money again.
One imagines that it's something along the lines of 80/20. You probably captured 80% of the possible utility with the 1G product (I suspect even more than that). If the 2G product has improvements bringing that to, say, 90% (adding 10 additional points), then it's only delivering 1/8 as much utility, and is thus far more expensive per unit of utility.
It almost certainly does not make sense to buy the new one, precisely because you derive so much utility from the original.