I had a continuous Arch install for 4 years without massive breakage through half a dozen major switches, including the fs layout and the systemd transition.
I just upgraded to an SSD and decided to clean slate rather than carry extra fs creep baggage that isn't linked to a package to remove, but I still have that partition around, and I'm pretty sure if I upgraded it it might still boot.
It is why I like rolling releases - rather than have catastrophic breakage every half year, you continuously migrate upwards. It means occasionally you need to pull up a web browser to see why your desktop is missing, but its better than doing a dist-upgrade and getting an unbootable system.
I just upgraded to an SSD and decided to clean slate rather than carry extra fs creep baggage that isn't linked to a package to remove, but I still have that partition around, and I'm pretty sure if I upgraded it it might still boot.
It is why I like rolling releases - rather than have catastrophic breakage every half year, you continuously migrate upwards. It means occasionally you need to pull up a web browser to see why your desktop is missing, but its better than doing a dist-upgrade and getting an unbootable system.