@bunnyhero I've found that if they're old images in iCloud, they won't be downloaded locally. First open the photo in Photos, click edit, cancel edit, then retry the upload.
@impiaaa ooh i'll try that
@impiaaa although i literally just took these photos
@bunnyhero oh, then probably not the issue
ok ok i'm firing up the debugger
@bunnyhero I have the same issues a lot. But I _think_ the issues also happen with the webapp in Safari so I always have a hard time understanding if it's an amaroq issue or something else