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Why should You Update Kernel ?

Ubuntu (any distro) keeps the old kernel versions as a backup, so if you encounter a major problem with a new kernel, you can always boot from an older one through the Grub menu "advanced options for Ubuntu".
Every kernel update includes several bug fixes, security fixes...ok maybe some regressions too, but usually bug fixes and security patches are more than the regressions.

Ubuntu (any distro) keeps the old kernel versions as a backup, so if you encounter a major problem with a new kernel, you can always boot from an older one through the Grub menu "advanced options for Ubuntu".

Saying that, you should also maintain the system once every 3 months (imo), removing the older kernels you don't need anymore. You can use various methods on removing older kernels, the easiest (imo) is through "Ubuntu Tweak Tool" 's janitor (available for installation via PPA: https://launchpad.net/~tualatrix/+archive/ubuntu/ppa). Leaving the default software updater as it is, kernels should be updated automatically. If your intervention is needed, you will be notified by the system.

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