The only trick is getting it sized so it will fit on the CSBB loader. I do that in iphoto on my laptop. But it usually takes another downsize that I do in Preview.
But that's older software. On an ipad or iphone, going to Flickr is what I do. I found the loss of resolution on the CSBB loader was worth hosting photos elsewhere. Flickr is free and a very smooth system for posting. Plus it gives you the ability to edit your photos into the post. And Flickr is in Kahootz with Mac and PC so they're making it easier to get them on your devices.
This all sounds like Greek, I know, but keep plugging at it. And if you can snare a nearby kid, you can speed up the process