If you pierce the pump wire on a 98. 5 you get to see if you have one of the earlier pumps that had clearance issues.
Some of the earlier vp44 would die within a short time if the wire was pierced.
Anytime you increase performance you are going to decrease longevity. So it depends on how much performace you want. In my case I wanted about 400rwhp, I still have the stock turbo, I have to watch my egt temps when towing. Or blasting up hills. I also can break the tires loose in 5th and 6th if the roads are wet. I don't think you will need a larger turbo if you are just adding a box. We need some turbo experts here to talk about the benifits/problems of non wastegated turbos.
Some turbos need a waste gate to stop the turbo from over spooling (turning too fast) Some don't. If the big turbo you buy without a waste gate can provide 60psi, then that might not be a good thing for your head gasket.