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Hi,
Congrats! It sounds like a great car and I wish you all the luck! There is a lot of myth about '99s and engine problems. I think many people either aren't fully knowledgeable or are just parroting what they've heard. A small % of late '98 and early '99 Boxsters had their engines sleeved (16% of Worldwide production between late '98 and early '99) and not all of these ever reached our shores. These failures all occurred in under 14k mi. avg. so if your car never suffered from it by now the odds are that it won't.
RMS possible failure is inherent in all model years, but again, most likely to occur before 24k mi. While you may not be 100% out of the woods, the odds are beginning to swing in your favor. Also, the Tiptronic S cars are more immune to the issue, also in your favor.
Intermediate Shaft failure is almost the exclusive domain of the Gen II cars as the shaft was redesigned and this redesign seems to have caused the issue. With a '99, I wouldn't worry about it at all.
MAF, OČ Sensors, Cracked Coolant Tank, 1st Gen Fuel Cap, 1st Gen. Coolant Cap, and potentially leaky coolant hose joints (due to spring-type clamps which s/b replaced with Worm Clamps on an as needed basis) are about the only things to watch out for. None of them catastrophic, and none of them guaranteed to be a problem...
Happy Motoring!... Jim'99
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