Comment 4 for bug 550905

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Anders Kaseorg (andersk) wrote : Re: dkms does not run when upgrade downloads new kernel version

Yes, that would happen if you installed the particular header package (linux-headers-2.6.32-19-generic) before installing dkms or nvidia-current. Because linux-headers is a virtual package provided by linux-headers-2.6.32-19-generic, the dependency is considered satisfied and you will not automatically get linux-headers-generic.

We cannot add a linux-headers-generic dependency to dkms because there are different metapackages for the other kernels (linux-header-server, linux-headers-rt, and so on) as well as custom kernels.