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My question is what generic file should I delete that won't affect the Ubuntu system. Files inside /boot directory are all ends up with generic. So what are the right files should I delete so that I can install the new updates?

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run sudo dpkg --list 'linux-image*' | grep ^ii to see all the kernels you have installed.

run uname -r to see your currently running kernel. Do not remove this kernel (linux-image)

use apt-get purge to remove the other images you don't need anymore, e.g., if you are using 3.13.0-34, remove the others:

sudo apt-get purge linux-image-3.13.0-32-generic linux-image-3.13.0-33-generic
riotejas
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Had the same trouble a while ago and apt-get purge didn't work. Although sudo nautilus and than „manually” removing „older kernels” (shift-delete) helped.

user265721
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