Preview not saving JPG rotation? Use Exif data to fix rotated image display
I was driving myself up the wall recently trying to figure out why Preview.app would not save my image rotations, so looking for a solution I stumbled onto our friend MurphyMac‘s site and found a solution! Basically after you have rotated the JPG image in preview, go to Save and click on “Use Exif Orientation Tag” and your image rotation will be preserved. As MurphyMac warns though, if you don’t use Exif Orientation, you may experience some loss of image quality since the pixels are being rearranged, so it might be best to use the images backup. Thanks a bunch MurphyMac!

Just to be clear, checking the tag box is lossless, right? If you want to rearrange the pixels you have to export the image with the box unchecked?
Frank, that is correct. With EXIF checked the rotation is lossless, without it, there may be loss of quality.
Doesn’t work on a jpeg in Tiger 10.4.11.
Save exif data not given as an option in either save or save as.
Did the rotatation in GIMP and interesting side note, save exif data option / checkbox is grayed out…. but the rotation was saved.
Same thing here as jf — also on 10.4.11. What a silly thing to omit, Apple.