It could well be that some of the posted documents aren't just sloppy conversions from old e-books but are worth looking at, but if there are some, I simply didn't hit them. Prime is far too slow in starting and handling so I just gave a very few of the last posted documents a look. Would be a good idea to add pdf's of the files as well - they are quick and easily accessed and they even may be a teaser for potential customers.
Concerning your suggestion to hire co-ops for document conversion I think its too soon to do so. First Prime has to be brought to a level compareable to old Mathcad, then you could do the conversion and highlight the new improvements.
Those files in the document sections of this forum (which as I guess are supposed to replace the old repository, PTC has killed) are somewhat a mess and hard to access and the nicely made table of contents doesn't change that much on this. Sometimes files which belong together are posted as separate documents, sometimes they are packed in a zip and have to be unpacked first - no uniform line. Of course one drawback seems to be that the forums document feature doesn't make is easy to post multiple files and again Primes lack of hyperlinking sheets does the rest. The latter feature shouldn't be that hard to (re)implement, though.
That growth of files in the document section reminds me on the impression I got from the development of Prime - looks like the same handwriting/signature - and that not a compliment.