For me it was:
Windows (for many years) -> Ubuntu (for a year) -> Arch Linux (for half a year) -> Void Linux (literally 2 days) -> Artix Linux with runit (a month) -> Gentoo Linux (another month) -> Debian (finally, I don't plan on changing it).
Also, when trying to switch from Gentoo to Debian, I fucked up all my data with no backup.
What was your journey?
EDIT: Added Windows
Slack, mandriva, Ubuntu, gentoo, arch, xubuntu, knoppix, mint, QubesOS. In that order.
Currently at Qubes and I can't imagine downgrading to any OS that doesn't have these VM-level sandboxing features built-in