Trying something out to compare ‘Classic’ WP editor, and Gutenberg. What happens to the layout of this page when an image goes past the ‘content’? On the Gutenberg editor, it seems that the image overlaps the divider thing I have going on between posts.

Nope. Apparently that is a failing of my old design. Even does it on old style posts on bigger images like this if there isn’t enough content to push the content box lower. Oh well, guess that means when I redesign things around here (whenever that will be), I need to account for images potentially being ‘longer’ than the text content.

Edited to add: I fixed it with the simple addition of CSS Grid with two classes and divs. Hooray!