This option is disabled by default because this feature have been added when Media Library already existed. So it could break usual functionality. In theory this option shouldn’t have side effects. But some software can produce images with wrong rotation tag. As I tested original pictures produced by modern iOS or Android devices, I had no problems.
I have also faced this problem in the past. At that time, I remember that I use to flipped images to upload on strapi.
I flip those images on google docs.
So you can also use that same method until the problem is not solved. The below link has tutorial to rotate an image.