Ahh, but you just need to use the Classic thread... lol - Not easy to see though:
Classic SubSims
What you'll need to do is copy the game files to your hard drive, as scott_c2911 did in this thread
SH1 is working!
The original Silent Hunter game, just like AOTD, is just as good today as it was then, and for me, is well worth the effort to get it going.
Also, be sure and check-out the
Legacy Downloads pages for anything Silent Hunter (1) that piques your interest. Some of the links are "dead", but give a shout via PM for any you cannot find. I do have most of those on my old Win98 machine...