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...and the mystery is solved! It turns out that clicking the upload button and seeing the Manage Uploads window say "upload in progress" (or whatever the text is) isn't good enough! If I look at network writes in activity monitor I (sometimes) see that there's minimal traffic. In these cases, another click (or two, or three) on the upload button does the trick.
Mac OS 10.5.1 with whatever version of Safari is standard there-with.
Xenophon
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