Thanks for the replies, all. And yes, "she" is fixing the 98. This car has to run and that's all there is to it. Although your philosophical debates as to whether or not it's worth fixing are entertaining and informative, it's not your debate to have. The '06 got repo'd after I lost my job so I have no choice but to dump a grand in the 98.
To answer the question, "how long am I planning on keeping it?" I've held on to the thing for 6 years so far, so idk, if I can get a couple years out of it this run, I'll be happier than a pig in poo.
Jarl, thanks for actually answering my question, and I believe you are right from everything else I have been able to locate. The engine only got hot once and we have been unable to make it get hot again...after talking with my mechanic last night, he's not even 100% sure the gaskets are the issue. Water pump? a $14,000 Legacy lesson learned. Sigh. What a nightmare. The reasoning behind the rebuild was that he's gonna have the walnut cracked anyway, may as well replace things while its open. I have everything but the rings and bearings out there right now, so we'll see what we end up doing. I'll keep you fellas posted. Thanks again.