But I have the distinct recollection of it being excruciating for multitasking. Towards the end of Windows 98's life you might ask it to run a video player, a game, a chat client, a browser and a word processor all at once. Stability disappeared. So did responsiveness. Windows 2000 (or Linux) handled heavy load much better.
When it came up was probably the first time in a decade or more that I'd heard the click/buzz of a floppy drive in person.
I was a developer so cared more about performance and stability. How my code editor windows looked didn't matter. Memory being taken up by a fatter UI implementation that slows things down counts against it.
Edit: and yes, win2k/NT4 was less stable. They moved the graphics subsystem into kernel space where as NT up to 3.5.1 had graphics as a separate service. And you can imagine that a lot of the bugs/edge cases in Windows is in the GUI and drivers.
The Amiga guys are pretty fanatical, might be worth investigating that. Old Sun workstations are too feeble to run a modern web browser. Never had an SGI (always wanted one) but again has a devoted fan base.
I think if you need modern but want retro, configure a Linux with the Motif Window Manager and enjoy that CDE, post Unix wars goodness while still being able to run a bit of modern stuff.
Nice. Win 98 SE isn't all that old (roughly the same Win32 API that evolved into Windows 10) but it does still evoke that retrocomputing vibe.
Has me wondering if there's another system that I could still use along similar lines. Needing internet and a web browser certainly narrows down the list fast. I don't know that the Commander X-16 could do it, though not an actual retro OS. Or perhaps Mac System 7.