Yeah it's a little annoying sometimes. It's due to the images getting automatically deleted from the database if they exist for too long without getting posted, which being in-editing doesn't count as posted. Gotta add them right before you hit submit, or just speed post em then edit the post properly after. Also, too large of images can cause problems too asMagnavis said.http://www.thedentedhelmet.com/member.php?u=28713
The rotate thing I still don't completely understand, at first I thought it was an issue with improper jpg rotation data (rotating them in windows isn't a 'true' rotate, it just adds a tag in the image that tells programs to rotate it when displayed, which some sites ignore), but sometimes if you actually properly rotate them in photoshop it'll still display the unrotated one if you posted it already (despite deleting it), seems more a database issue. Maybe it's both.