I end up factory resetting ubuntu like every 6 months, but have only factory reset macOS once in 5 years :(
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Wow, what is Ubuntu installing into /boot that is 435M? My initramfs and Kernel image is only like 25 MB.
I have the opposite experience actually. Upgraded my Ubuntu machine from LTS to LTS for 8 years now. What did you do?
apt autoremove and/or expand your boot partition.