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
When your kids tell you “why do people use Windows? I can’t understand why it always popping stuff up”, you know you’re doing a good job as a parent.