I'm still bewildered at that site where proper feature-implementation is done (has "r88...88" in the URL?), and I'm iffy on going at the Danboo-2 Issues topic with this, so however this would be best handled (or if it's being handled already), please direct this where it's less obtrusive. Anyway...
So Tumblr images commonly carry one of two file name suffixes: _500 and _1280. The latter, however their system works, allows bigger images, but from a post's page, this isn't always linked in some way, requiring instead manually changing the number to see if a latter version exists (which isn't always the case).
With the way the Tag History seems to take the latest source field in an edit chain (such as uploading from the image's URL, then replacing the source with the original Tumblr post) as the only source field (I'm not versed in Danbooru's deeper workings, so I'm unaware if there's a way to check every single tag edit), checking Tumblr uploads for a potential mismatch becomes even more of a chore.
Could Danbooru be made to recognize "_500" Tumblr URLs and check for 1) a correspondent "_1280" URL and 2) if such is of greater size? This way, users will be less likely to upload lower-resolution versions, even if some operational confusion might happen.