Photos

The only luck I've had uploading photos has been to use Photoshop to make them lower quality, and hence, smaller files. It's quite easy and fast to do if you have P.S. — just go to "save for web," in the "file" menu, and use the controls there to reduce quality and/or size.

It seems like files more than 10K in size don't like to upload. Still, not too bad for a free blog.