Dumb question - did a sudo apt update get run just before?
Code:
$ sudo apt search linux-headers-4.4.0-141
Sorting... Done
Full Text Search... Done
linux-headers-4.4.0-141/xenial-updates,xenial-updates,xenial-security,xenial-security 4.4.0-141.167 all
Header files related to Linux kernel version 4.4.0
linux-headers-4.4.0-141-generic/xenial-updates,xenial-security 4.4.0-141.167 amd64
Linux kernel headers for version 4.4.0 on 64 bit x86 SMP
linux-headers-4.4.0-141-lowlatency/xenial-updates,xenial-security 4.4.0-141.167 amd64
Linux kernel headers for version 4.4.0 on 64 bit x86 SMP
Do you have at least 1 of those repos enabled?
Do you normally patch weekly? Getting into APT-hell can happen in a few different ways. Patching weekly, avoiding direct .deb file installations, and limiting the use of PPAs to just a few, reputable, PPAs per system is the easiest way to avoid APT issues.
Even if you do those things perfectly, having versioned backups that you can restore from yesterday, 3 weeks ago, 2 months ago is always helpful. Had a DB get corrupted when a new nextcloud update broken some things. Took me a few weeks to notice, because the core things for which I used nextcloud still worked fine. Anyway, I looked through to changes in the backups to find the DB modification and had to go back 35 days. If I didn't have 90 days of daily, automatic, versioned, backups, I'd have to start all over with nextcloud and the 15 apps installed inside. As it was, it took me a few times to figure out which app had broken things.
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