Best practice needed for Libraries and image files.

So I have a project with 20+ images in several XD docs.

Those images need now to be edited, some comps, etc. Pretty large PSD (or TIFF) files, not suitable for cloud hosting and I'm not on a team.

So I understand, that in XD I need to use a library to update the placed files to the most recent versions. 

How do I automatically update the contents of my library to the most recent export (jpg & png) from my edited comp?

Right now I'm doing it by hand via Creative Cloud, replace image... but it's 2022 and InDesign knew how to do this 15 years ago with the click of a button... What am I missing? 

Please help, thank you very much!