I was a teenager getting drunk with my mates on NYE but I did later work in finance and after that in financial technology and there were older guys who had been around back then. Ironically the pay just hasn't shifted much at all in that sector (the tech part that is) - it is funny how much pay has stagnated. The sort of amounts people would have talked about back then would still be considered very good amounts today not accounting for inflation even though they've actually been inflated away significantly!
You might like this then - I'm not sure if it's still the case but certainly, into the 2010s, there was a warning system monitoring some critical infrastructure for some of the biggest banks in the world that ran on an old windows PC - it may have been XP but I'm pretty sure it was older - like 98, 95 or NT era!