I also have a 99 with no problems. The 00 has a 2.7L engine and 217hp instead of 200hp, whoptie do. If 17hp floats your boat then yes the 00 is better than the 99.. As you can see from my current car selection, my boxster is not my "fast" car. The 17hp can be picked up with intake and exhaust etc.. They are just as reliable as the 2.7L cars are just as fast. I'll bet the differen in the 1/4 mile is around 1/10th of a second which on a 14 second car is about one car length in a 1320ft race.
If HP is really what you want get an RX7 or Supra or DSM they make more power cheaper and much more easily. Any of those car can make 400hp cheaply and reliably (Rx7 is debatable tho hahaha..) or dole out 40-60k for a good 911.
No matter what year you buy it will be a fun car and good value for the money. I wanted a 00 originally because of what people said. I drove both and can't tell the damn difference. Maybe for me, I just can't feel a 17hp difference as I own some other fairly fast rides. I bought the 99 as it was the best deal with a lot of extras from Porsche vs the 00 I looked at.
Good Luck!
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