If you only needed 100 songs, had no need for USB, and used Windows Media Player (or whatever the equivalent was then) .. it would probably still work. Working pros probably changed it out within 4-5 years like they do today, since technology and functionality march on ..I just want to remind everyone to make sure you turn all of your computers off on New Years Eve before Mid Night! Let's not contribute to a world wide Network Crash going into 2019!
Also, I must say that if you can't get buy with a Pentium processor, 810 MB Hard Drive, 6X speed CD Rom, and 32 MB of Ram then you are way too needy! If you would have bought this back in 1996, and still used it today you would have only spent about $9.46 per month to own this fine piece of machinery! Toshiba Laptop!
And that $2500 is probably close to $4-5K in today's dollars.