Had a curious thought and wanted to know what everybody here thought.
So the constraints of this post is that the operating system has to be considered EOL, meaning end of any mainstream or extended support by the original manufacturer, not counting any third party support systems. This can mean a specific version of DOS, and old version of Windows, Linux, OS, OS/X, etc.
This can also include operating systems like OS/2 that while under no support by it's developer (IBM), it does have support by Serenty Systems in the form of EComStation (you can choose OS/2 if you want, that's what I'm saying)
My personal choice would be the last of the stock NT line, Windows 2000. For me it was a decent extension of the close competitor NT 4. It was my favourite operating system, and probably the last fully decent product Microsoft ever released. I can start complaining about Windows starting with the Win9x line and the mainstream NT line, but Win2K is honestly a great system and it would be cool to see security patching for it, PAE support on Professional, and the permission of more than 2 computing cores (in the professional version).
EDIT: Thank you necroposters for reviving what might be actually my favourite topic I don't remember making. The question I suppose is, how would my decision change today?
Back in 2016 I wanted Windows 2000 back because I enjoyed using it when it still was supported, and wasn't happy with the modern Windows options. As of today, that is no longer really a problem, since I run Linux full time anyways, and as such I am not really bothered by the lack of exciting Windows experience that I'm not having and do not want to have anyways.
The issue is I'm not sure how I might change that. I've thought of a few smartalec answers like saying Android, because I used to love Android tablets, and they don't really do that a whole lot anymore, but that's not entirely true, and there's still Android phones, and and after using GNU on a tablet, I just want a nice GNU environment for a tablet.
If Windows 2000 would still get revived, I'd be happy in that enough to play around with it. The other issue is that I now have a fairly okay PC compatible collection, so if I want to use an old operating system, I have real hardware to play with it on. I'd also like Windows XP back, since I do also have fond memories of that. I'd actually want a lot of the old HTPC software like Windows Media Center, and other stuff to be updated, revived, and made usable again. The oldish way of doing HTPC (where a TV card was pretty much the core, and forcing your complicated setup on your family members was mandatory), is quite attractive to me, and I enjoyed tinkering with it when we still had a TV signal that meant anything to us.
(end edit)
Would love to see everybody's opinions as the current line of operating systems are pretty crap these days and I am pretty sure almost everybody here can agree with me.
Bonus points if your already using it on a regular basis.
Scoresheet:
Windows 2K: 21
Windows XP: 27
Windows 95: 2
Windows 98: 1
Windows Vista: 1
OS/2: 5
CP/M: 3
OpenSolaris: 1 (illumos does exist I guess)
AmigaOS: 3 (used to be semi-alive in 2016, but now I guess is long dead)
IRIX: 2 (I'd actually love to see that too)
MacOS 9: 1
Xenix: 1
FLEX: 1
BASIC: 1
iRMX: 2
RSX-11: 3
RT-11: 1
TRSDOS: 1
VAX/VMS: 2
Concurrent CP/M: 1
BeOS: 3
SCO Unix: Why (1)
AOS: 1
NOS: 1
MS-DOS: 2
NetWare: 1
TurboDOS: 1
IBSYS: 1
<Honorable Mentions>
RISC OS: Still in development, as far as I know
GEOS: More of an operating environment than an operating system, though the distinction was rather basic.
Windows 10: I wish it was dead too, mrpackethead.
NOTE TO FUTURER ME: REPLY #218