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Here are a few other things I would consider:
Check the baffles - inflate opposite corners of the main tube - the rest of the boat should stay flat. Try to do an overnight leak test ie, inflate the boat fully and leave it overnight to see how much it leaks. After 15 years the boat may be half flat in 24 hours. Okay but annoying for day long paddle trips, but a real pain for multi-days.
Look for areas where the boat is thread bare - ie the hypalon coating on the nylon is worn off. As previously mentioned figure out how many d-rings and handles need to be replaced - it may be most or all of them. That is a real cost and time sink.
I got lucky and found a year 2000 hyside 14'3" commercial series for $800. So far I have replaced 4 d-rings (3 popped simultaneously trying to unwrap the boat - the UV kills the fabric that holds the d-rings, the rest should probably be replaced as well), replaced one of the big d-ring/handles on the front, re-did a poor patch, replaced the floor pressure release valve, fixed a few grommets and partially re-laced the floor (it could easily use 10 more hours of grommet and re-lacing work), and fixed/replaced two foot cups. This boat had three years of commercial use. 8-15 years means that there is probably a rather large backlog of work that needs to be done.
It is fairly common to see Hysides that are about 3-5 years old being sold by outfitters for about $1800-$2000. 15 years is a lot of commercial service from a boat - check out how much UV damage has been done. $1600 for a boat that has 15 years of actual commercial use sounds really steep unless the boat is relatively pristine (not faded, few well done patches, holds air well, solid d-rings, foot cups and handles all in good shape).
It is also worth noting that the newer hysides, after '02 I think, are significantly lighter. My boat weighs about 150 lbs, the new model weighs about 123. The also have the floors glued in so you don't have to re-lace or deal with grommets anymore.
NRS runs a part of their site called gearswap. Boatertalk has a gear section. Of course mountainbuzz has a gear section. I think cascade outfitter also has a used boat section. there are a few boats on ebay. Craigslist is also a source, although it can be a pain to look at multiple locations, but craigslist is where i found my boat. Good Luck.
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