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Not sure if it qualify as distrohopping, but for a long time I tried to test every major Linux distro release, and they all had problems with sound, but when Ubuntu 5 came out everything worked out of the box, so I switched my desktop to Linux. A couple of years later, Ubuntu began some introducing some (IMO) questionable things, so I tested the main distros again and landed on Debian, most of all because I knew the system relatively well from Ubuntu.
The first desktop distro I tried was Mandrake (back in 1998), but since I use my desktop for making music, it was just too much work every time I wanted to record something back then.
As for servers, I have always just used what the customer wanted or had, and for most parts it was Red hat.