@FRomeo_WMF notes she and Giovanna can speak more to this work
https://diff.wikimedia.org/2022/06/21/1pic1article-i-how-latin-american-heritage-experts-added-images-to-wikipedia/

And there were related collaborations with the SDAW team:
https://diff.wikimedia.org/2023/01/23/a-new-tool-brings-images-to-the-forefront/
View it!
https://diff.wikimedia.org/2023/01/23/a-new-tool-brings-images-to-the-forefront/

From the View It diff post:
On the backend, View it! uses the MediaWiki API for Wikimedia Commons to search for images based on properties associated with the article. Every Wikimedia content page (such as a Wikipedia article) has a linked Wikidata entity, which is used to store information, such as the category of Commons media associated with that topic. Additionally, Wikimedia Commons files can use Structured Data on Commons to store information about entities depicted in a media file. Using these two data sources, the default configuration displays a combination of images that are either (1) found in an article’s associated Commons category or (2) where the subject is tagged as depicted in an image. A custom View it! API powers the user scripts and Toolforge project, and can also be consumed directly by any app. Code is published on Gitlab.