If you try to update the plugins it can sometimes happen that you get a timeout exception/error. In this case it would be nice if jenkins would retry to download the plugin.

Current behaviour: Throws an error for the single plugin, wants a restart before being able to try to update the plugin again.

Improved behaviour: Same behaviour as was implemented in JENKINS-33244. After a failed download retry for 3 times or give an option to retry without needing to actually restart jenkins.