The most recent update includes a new version number format which breaks plugin upgrades when running Jenkins in a container using the official Jenkins image. Plugin upgrades are logged to the $JENKINS_HOME/copy_reference_file.log file. When reviewing this log the following message was present:
SKIPPED plugins/role-strategy.jpi : Image version (587.588.v850a_20a_30162) is older than installed version (587.v2872c41fa_e51)
I suspect this will be a temporary issue and that as long as the next version uses the same format, it should upgrade as expected. However, as the current version fixes a vulnerability and it was a bit of a struggle to get it installed, I thought it worth reporting.