Flickr provides an application called Flickr Uploadr to help you upload your images, and it really sucks.
I have been trying to get it to upload my collection of images for the last 24 hours and it has failed at various stages of completion upwards of 10 times. Each time it fails in the middle of a batch, it seems unclear as to if when I restart I am uploading the same images again or if it is smart enough to not upload images that have already been uploaded in the earlier batch.
I think it probably isn’t smart enough.
The other thing that is really crappy is that it is really really slow.
Using the web based upload tool (which is really sweet btw) is about 4-8x faster than using the Uploadr tool. This is very frustrating because it should be the other way around. You can do a lot of things with a rich client that you can’t do in a web page, but apparently Flickr didn’t put the effort into the Uploadr app.