Does it work in other browsers?
Also, try to alter runtimes list on the options page (Settings > Plupload), for example leave only flash, then only html5. silverlight runtime had similar issue, but for previous version (there was a case when browser was serving it from the cache, even though user upgraded).
Hmm… just tried both of them (I’m also on mac) – takes some time to crunch (bigger the file the more time it needs), but they always reach the thumbnail stage. Sometimes it may trigger “out of memory” error, especially if memory_limit is set to be very low. But if you have displaying of errors set to off, it may not report you about it.
Are you able to upload the same images that give you trouble without WPlupload? Using regular WordPress upload method?
Are you using the latest version? What’s the browser?
Indeed. Definitely missed that. Will be added to the next version.
