I'm gonna go with an emphatic NO on this one:
- Buying software, especially computer games for Windows 95/98 was a complete gamble. Maybe one third just worked, one third required Direct X/Soundcard Driver/Graphic/Bios fiddling to get something running (though crashes were frequent), one third just outright never worked at all.
- Web Development was an endless nightmare of IE6 compatibility, tables with eight separate pngs around an element to create a drop shadow, clearfixes and floatfixes, polyfills and fallbacks.
- SVN/Turtoise version control was constantly corrupted or in some dodgy state. Different line endings or upper/lowercase filenames could get files stuck and unrecoverable.
- So much (and I mean SOOO MUCH) money was spent on buying and maintaining the serverroom (no cloud, remember) - so you had to buy and amateurishly maintain all this super expensive hardware - usually on a standard, off-the shelf T1 line connection to the internet.
- CD-ROMs got scratched, files got corrupted if your computer crashed during saving
- You spent eight hours a day in front of a giant, non-flatscreen cathode monitor that blasted your eyes with light and radiation, making you look properly stoned when you came home.
... I could go on and on... but honestly, stuff got soo much better over time, especially in tech. Sure, there are downsides (lootbox/micro-transactions in games, expensive software subscriptions for what's essentially static products (I'm looking at you here, my 59$/month Adobe CC abo) etc. - but overall, tech is much, much better today as it was 20 or 30 years ago.
Now - when it comes to social interactions and interpersonal communication, I am less sure...