I'm trying to clean up my HD before upgrading to Catalina, and before Poser 12 becomes available. I'm still using Sierra.

In my Users/~/Library folder, under Application preference files, I see some that seem clearly labeled. (See screen shot.) I do not any longer have Poser 2.0 or 9 on my HD. Is it safe to delete these Preferences? I also have several versions of Poser 10, and several versions of Poser 11, probably as a result of updates to those apps. Is it safe to delete all but one, and, if so, would I keep the ones at the bottom of v. 10 and v. 11?

I'm told it's not safe to delete preference files, and I don't want to make a mess of this, so I would only want to delete files that seem clearly labeled. In upgrading to Catalina, if some files of various sorts remain, especially in the System folder, that are from outdated apps or 32-bit apps, would that cause any problems? I'm guessing that would only take up HD space, and its best not to delete something if I'm not sure that the item could be safely deleted. Is this thinking correct?