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  • This is pretty much what I expected. Fortunately I need not worry about breaking users' setups as this is an internal-only repository for custom packages to be installed on targets we manage ourselves. The kernel is installed in a preseed late_command from backports. I did not add the compiler as a dependency, but without pinning it would not install the correct version. Commented Jun 24, 2019 at 14:28
  • So you never run apt-get upgrade? Commented Jun 24, 2019 at 14:29
  • Seems the best way to go about this installation is to just add a couple more steps in the install instructions and be done with it. Oh, and no, upgrade for generic software is not done, only our custom software is upgraded if necessary. Commented Jun 24, 2019 at 14:31