this post was submitted on 14 Jun 2026
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I don't think that Linux is in the title or description of this community!
You pick your own poison ....
Mine is Gentoo Linux all the way, yours is Windows. Find two more selfhosters and they will criticize both of us! We are kind of the two extreme of the spectrum....
Welcome!
How does Gentoo work for you? Is it true, that an update takes like a week, because you have to compile everything from scratch?
It's a myth.
Yes it takes longer, but specialy on headless server updates are pretty fast
Big boys like LibreOffice Firefox have also pre built binaries if you so prefer as well ..
I use Gentoo since amd k6-400 MHz times so today build times feel like no wait at all
So true! I met a friend of a friend at a church social last week and he spent the whole time trying to convince me to try FreeBSD instead of selfhosting on Windows. I might try it someday but as polite as he was about it he just couldn't get the hint lol
Yeah, but you'll probably figure it out eventually.
Absolutely. However I'd argue that some BSD variant is at the other end, not Gentoo, so there's at least some critics to you ;).
I'm running proxmox and (mostly) Debian on top of that, and I'm sure that there's someone thinking I'm doing things the wrong way.
With Windows Servers I think the bigger problem is that there's way less people running things on top of it, so there's less knowledge about problems and solving them. However, many of us are on corporate IT jobs too and thus have to work with Windows, so that might somewhat cancel out the difference in popularity.
Gentoo taught me a lot. I ran hardened gentoo with grsec, pax, and selinux ~20 years ago. That was really a nag. I'm glad for the experience though, I'm never afraid to compile my own kernel now. I just prefer the convenience of debian or fedora based distros now.
When I do a hardware refresh on my self hosted machines(typically over 5 years) I usually wait for a bleeding edge brand new socket, and have to compile the latest kernel for reasonable performance and stability until maintainers backport or the distro moves forward.