Seeing screenshots like these brings back fond memories. It's kind of sad in a way.
Often times with W95/98 it was the little things. I liked the extension packs and stuff that had extra sounds, and I also liked the power packs that would offer more tweak settings. Playing games was fun, browsing the internet was fun, seeing those old websites with the weird and funky html banners, it was all fun. Microsoft was there to help, Windows was there to add ease, and nothing(or very little) got in anybody's way.
I don't know about what everybody else thinks, but it seems to me like the browser wars is really where Microsoft went off the rails. As a full time Linux user now, there's probably always going to be a part of me (but back then) that misses those old 95/98 days, and even 2000, which was the last MS operating system I cared to use. Microsoft stopped being fun to use like they used to be.
Steven Vaughan-Nichols has a good write up about the Netscape situation:
https://www.zdnet.com/home-and-office/networking/how-ie-really-beat-netscape/
Maybe Microsoft always was this way, but it seems to some people like me that while they were competitive, which is one thing and that's not a problem, but when they crossed over into being anti-competitive they just became bullies. That's just their corporate culture now. It shines through on so many different things they offer now, like Windows Update in that screenshot above, which used to be somewhat clunky but it was never dreaded. I did used to look at Windows Update and think to myself "wow, they are trying to be helpful, they are trying to make this even easier. That's great. It's not quite working as it should yet, but I'm looking forward to when they get there". Then later on Microsoft just continued until they're the MS we know today, best (probably) exemplified by the TPM 2.0 controversy.
Everything that MS is today, TPM 2.0 is - the - statement. Microsoft doesn't just bully their business rivals, they bully their own customers. Windows Update is not helpful, it strikes fear into people. It sucks. WU isn't what it used to be.
Microsoft! We are not your competition we're users! Stop treating people this way! Stop bullying us!
And that's why for the last 15 years they keep losing marketshare. They have deserved every -1% loss, it's been well-fought-for. And Microsoft is to this very minute, working as hard as they can to lose another -1% tomorrow. I really hope they more -1%s. They're adding up quite nicely.
Maybe when Microsoft only has 40% of the OS market left, that will be the wallop they need across their head to wake up and realize what they've done. I just don't know what its going to take. They're down below 70% now and you would think that would be enough.