iPhone upload not working correctly

Photo orientation depends on how the users held the phone (or camera) when they took the photo and there's nothing you can do about user behavior.

However, correcting the photo orientation shouldn't be too hard to implement serverside, especially as you said "iPhone".

In short, most cameras save inside the picture file additional info (EXIF) like the camera model, settings, location and also the camera orientation when the photo was taken so it's just a question of reading this info in order to determine the correct position.
Coming back to your problem, iPhone adds EXIF info to all pictures so it's perfectly doable.

You can find a PHP implementation here:

http://stackoverflow.com/questions/...and-auto-rotate-for-website-display-like-desk

If you need help with a custom implementation for your website, fell free to throw me a PM.

 

Funny, iPhone upload works perfectly on Facebook, Twitter, ebay, and many other sites. Perhaps your site has a problem?

It's probably not reading the orientation code. In that case fix the code or add a module to allow people to rotate photos.