Usually we use the same set of certificates for typical tasks: task 1 - group 1, task 2 - group 2 etc Could you, please, specify if it is possible to create groups and to use them while encryption not to waste time adding certificates one-by-one each time?
You can configure groups in GnuPG. Kleo does not handle them. But probably commandline is better suited anyhow. You are correct. This is a support question. If you have more questions please try one of the Gpg4win communication channels: https://www.gpg4win.org/community.html