You don't become a mechanic without fixing broken down cars. So in that sense, the shittier the car, the better.
My Linux story is similar. In retrospect I learned it on hard mode, because Gentoo was the first distro I used (as in really used). And Gentoo, especially back around 2004 or so, really gave you fully automatic, armour-piercing, double-barreled footguns.
Gentoo foot guns were (are) the best!
That you could always just boot from the CD and start again was nice. I think I reinstalled 4-5 times the "first time" before I got it where I wanted to be.