Poll: What to do with my '99 986: Upgrade, Modify, or get a 911?

[Perfectlap]

Yikes I'm not sure I'd pay $15K for a Boxster with 110K miles unless like my car it came with a file folder full of receipts for major maintenance repairs. I tell people these cars are reliable but they are definitely not durable. Some people think they can wrench away all those bills but I recall one invoice nearing $5K and only about a quarter of it was actual labor. Parts for these cars are not cheap by any means. And the higher up you go in the Porsche line up the truer that is.
Also, the 550 is very nice looking car and buying one second hand might have saved me quiet a few pennies on upgrades but at the end of the day the only 'special edition' Porsches that really hold value are those with limited production engines. Porsche love to max out options on Boxsters/Caymans and Carreras to slather the sticker with big mark ups. The 50th Anniversary 911 is one of the more egregious examples of this, almost putting you at the doorstep of 991 GT3 pricing, but at the end of the day a Porsche derives nearly all of its value from the engine. All other acoutrements hold little value once the engine mileage shoots north. Or a buyer without much knowledge lands in a seller's lap.