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I should be using the Flickr plugin for iPhoto, but right now I am just using the standalone uploader tool.

The problem with this tool seems to be that it hangs from time to time, and the operations are not atomic.

So, if I upload 100 photos and it hangs on 54, 53 end up uploaded but not into a set, so they are in a weird state.

On the Mac the uploader tool also requires hard resets when this happens which is painful.