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When Ubuntu came out, Debian was notoriously difficult to install. The joke was that Ubuntu was the African word for, "can't install Debian."

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I’ve never had any issues with installing Debian.

Before that I was on FreeBSD, and before that I was in Slackware. All were always fine

What does “difficult to install” even mean?

fighting with XF86Config, hoping not to fry your monitor.

Well, that was with any dist, and not really a Debian issue.

Besides, last time I ran a GUI on linux was probably over 20 years ago.

What complicated it is that usually when you were coming to Debian you were coming from Slackware or a BSD, so everything you knew about init systems and software distribution went out the window. Where's rc.local? Why did ./configure && make && make install destroy my system? Also: we're talking about 20 years ago: everything was harder then.

If you came from a BSD, then you (were supposed to) already know why make install is not a good idea. Although Debian package management was not particularly similar to FreeBSD ports and packages, the fundamental idea was the same.

No gui

I never wanted a GUI on servers.

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