Ya, the plugin relies on the image being where it’s supposed to be (in the local filesystem), so if something else moved it (like rclone) and it’s no longer in the local filesystem, it will skip it when trying to move it (skipping would result in the no orange cloud).
Basically if anything unexpected happens (the file doesn’t exist or if it ended up different on the R2 server), it will err on the side of not flagging it as successfully transferred.