IMO, Gentoo is the only one on that list worth trying.
;-)
Started with Redhat, around 1997, Mandrivia a couple years later. Got into dependency hell after not very long.
On to Gentoo. Was not a terribly difficult transition, but I'd been fiddling under the hood for more than a decade by then. Not trivial, it takes a lttle bit of understanding and patience to work through technical jargon.
Still on Gentoo - and still working in the FVWM environment I'd spent time on since RedHat. Even then I had lots of navigation habits useful to me.