Any 10 or more year support distro because they increase the range of versions that stuff has to work with by 5 extra years and any knowledge I gain about those ancient versions will never be useful again. They also delay a lot of new features in protocols, file formats,... where a large majority of clients needs support before the next phase of introducing a feature can be started.
Linux
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Linux is a family of open source Unix-like operating systems based on the Linux kernel, an operating system kernel first released on September 17, 1991 by Linus Torvalds. Linux is typically packaged in a Linux distribution (or distro for short).
Distributions include the Linux kernel and supporting system software and libraries, many of which are provided by the GNU Project. Many Linux distributions use the word "Linux" in their name, but the Free Software Foundation uses the name GNU/Linux to emphasize the importance of GNU software, causing some controversy.
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Gentoo.
Ain't nobody got time for dat!
Having Gentoo update overnight is no big deal. Even better, just leave a core or two free and let updates run while you use the machine anyway!
That being said, Gentoo is definitely a time commitment and I completely understand that it's a particular taste.
Building from source does provide a lot of advantages though, and I don't mean faster binaries.