I tested this with an upgrade from cosmic to disco and it too passed.
root@clean-cosmic-amd64:/tmp/ubuntu-release-upgrader-6d11obk0# head -n10
/var/log/dist-upgrade/main.log
2019-05-09 15:22:33,860 INFO Using config files '['./DistUpgrade.cfg']'
2019-05-09 15:22:33,860 INFO uname information: 'Linux clean-cosmic-amd64
4.18.0-18-generic #19-Ubuntu SMP Tue Apr 2 18:13:16 UTC 2019 x86_64'
2019-05-09 15:22:34,195 INFO apt version: '1.7.4'
2019-05-09 15:22:34,195 INFO python version: '3.6.8 (default, Apr 9 2019,
04:59:38)
[GCC 8.3.0]'
2019-05-09 15:22:34,198 INFO release-upgrader version '19.04.16.4' started
2019-05-09 15:22:34,207 INFO locale: 'en_US' 'UTF-8'
2019-05-09 15:22:34,273 DEBUG setting up environ for non-interactive use
2019-05-09 15:22:34,314 DEBUG Using 'DistUpgradeViewNonInteractive' view
2019-05-09 15:22:34,346 DEBUG enable dpkg --force-overwrite
root@clean-cosmic-amd64:/tmp/ubuntu-release-upgrader-6d11obk0# grep -i
obsoletekernel /var/log/dist-upgrade/main.log
2019-05-09 15:37:48,149 DEBUG identifyObsoleteKernels()
2019-05-09 15:37:52,532 DEBUG identifyObsoleteKernels found
'{'linux-modules-extra-4.18.0-10-generic', 'linux-modules-4.18.0-10-generic',
'linux-image-unsigned-4.18.0-10-generic', 'linux-headers-4.18.0-10-generic'}'
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https://bugs.launchpad.net/bugs/1828072
Title:
KernelRemoval section is out of date
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