We just launched a major change to the image uploader. Animated Gifs are still a PITA, so if you're going to be 1337 with that go for it.
However, for a standard .jpg you can use a photo of any size and crop it how you see fit.
"Hopefully it comes back the right way in skiing too.
Less rotations. More STYLE."
Check out what I ride these days here - http://nwsc.co/M0L4UE