Board Thread:Support Requests - Getting Technical/@comment-45661568-20200805150848/@comment-9605025-20200805215850

My apologies. I forgot that there also appears to be a caching issue when searching for images (see here). So newly added images won't appear in the search. Given the combination of these two issues, I guess your only option (for now) is to mass upload via the in-editor multiple upload feature and then insert the gallery via source mode using wikitext instead of the GUI. Either that or wait however long it takes for the images to become searchable in the GUI.