This is probably a local configuration issue, you probably manually
installed the 38 version or something, go and have a look at apt-mark
showmanual, and like aptitude why or sth.

As you've shown, the configuration is the same, and nothing in the code
using it changed.

** Changed in: apt (Ubuntu)
       Status: New => Incomplete

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https://bugs.launchpad.net/bugs/1913571

Title:
  apt autoremove does not remove old kernel

Status in apt package in Ubuntu:
  Incomplete

Bug description:
  Ubuntu 20.10
  Apt version 2.1.10ubuntu0.2

  Here the content of /etc/apt/01autoremove-kernels:

  // DO NOT EDIT! File autogenerated by /etc/kernel/postinst.d/apt-auto-removal
  APT::NeverAutoRemove
  {
     "^linux-.*-5\.8\.0-40-lowlatency$";
     "^linux-.*-5\.8\.0-41-lowlatency$";
     "^kfreebsd-.*-5\.8\.0-40-lowlatency$";
     "^kfreebsd-.*-5\.8\.0-41-lowlatency$";
     "^gnumach-.*-5\.8\.0-40-lowlatency$";
     "^gnumach-.*-5\.8\.0-41-lowlatency$";
     "^.*-modules-5\.8\.0-40-lowlatency$";
     "^.*-modules-5\.8\.0-41-lowlatency$";
     "^.*-kernel-5\.8\.0-40-lowlatency$";
     "^.*-kernel-5\.8\.0-41-lowlatency$";
  };
  /* Debug information:
  # dpkg list:
  rc  linux-image-5.8.0-25-lowlatency               5.8.0-25.26                 
                amd64        Signed kernel image lowlatency
  rc  linux-image-5.8.0-29-lowlatency               5.8.0-29.31                 
                amd64        Signed kernel image lowlatency
  rc  linux-image-5.8.0-31-lowlatency               5.8.0-31.33                 
                amd64        Signed kernel image lowlatency
  rc  linux-image-5.8.0-33-lowlatency               5.8.0-33.36                 
                amd64        Signed kernel image lowlatency
  rc  linux-image-5.8.0-34-lowlatency               5.8.0-34.37                 
                amd64        Signed kernel image lowlatency
  rc  linux-image-5.8.0-36-lowlatency               5.8.0-36.40                 
                amd64        Signed kernel image lowlatency
  ii  linux-image-5.8.0-38-lowlatency               5.8.0-38.43                 
                amd64        Signed kernel image lowlatency
  ii  linux-image-5.8.0-40-lowlatency               5.8.0-40.45                 
                amd64        Signed kernel image lowlatency
  iF  linux-image-5.8.0-41-lowlatency               5.8.0-41.46                 
                amd64        Signed kernel image lowlatency
  ii  linux-image-lowlatency                        5.8.0.41.45                 
                amd64        lowlatency Linux kernel image
  # list of installed kernel packages:
  5.8.0-38-lowlatency 5.8.0-38.43
  5.8.0-40-lowlatency 5.8.0-40.45
  5.8.0-41-lowlatency 5.8.0-41.46
  # list of different kernel versions:
  5.8.0-41.46
  5.8.0-40.45
  5.8.0-38.43
  # Installing kernel: 5.8.0-41.46 (5.8.0-41-lowlatency)
  # Running kernel: 5.8.0-40.45 (5.8.0-40-lowlatency)
  # Last kernel: 5.8.0-41.46
  # Previous kernel: 5.8.0-40.45
  # Kernel versions list to keep:
  5.8.0-40.45
  5.8.0-41.46
  # Kernel packages (version part) to protect:
  5\.8\.0-40-lowlatency
  5\.8\.0-41-lowlatency
  */

  Running sudo apt autoremove results in:

  Reading package lists... Done
  Building dependency tree       
  Reading state information... Done
  0 upgraded, 0 newly installed, 0 to remove and 0 not upgraded.

  It worked properly in previous versions of apt, but since upgrade to
  apt version 2.1.10ubuntu0.2 I seem to be unable to autoremove old
  kernels. I expect the kernel version 5.8.0-38.43 to be removed with
  the autoremove command.

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