Now I'm having a look at the two new suspects that you reported. /etc/vmware-tools/vm-support /etc/vmware-tools/guestproxy-ssl.conf
I agree they exist, but they are not orphaned. You can still remove them (you need purge since they are config files) as dpkg remembers that they belong to that package. After clarifying that those were not added by the package itself I tracked down my assumption that upstreams install has placed and added them. That is true for a few of them. /etc/vmware-tools/guestproxy-ssl.conf Was indeed dropped by 11.0.0 via [1] This was meant to go away, so I agree we should remove it now. And /etc/vmware-tools/vm-support was dropped by 11.1.0 via [2] This has a new place in /bin - I guess if we try to use mv_conffile or similar for that we make it worse - since this is long gone already we should just rm_conffile it. For those two I'll add an rm_conffile in the 11.3.0 branch that I'm preparing for Bernd. I'll consider the bug done by that, but please let me know if there are really any relevant package upgrade paths anywhere which contain the two initially reported files. [1]: https://github.com/vmware/open-vm-tools/commit/49eb56393323c9344d10313d104bf20630813578 [2]: https://github.com/vmware/open-vm-tools/commit/00d44381a374d60245f286a3faaf66663be678a8 -- Christian Ehrhardt Staff Engineer, Ubuntu Server Canonical Ltd