Hello,
There is a known issue with the Flash Uploader on the WebApp. If it doesn't work for you, please try using the DriveApp. You can also disable flash in your web-browser temporarily then login to the webapp. You'll be presented with the original HTML uploader.
The email upload should work within 30mins, assuming the attatchment isn't abnormally large. For example, I believe Gmail only allows up to 25MB for an attachment. Please ensure the directory for the email destination exists and is available for the time you expect the file to be sent to the Pogoplug.
Thanks,
The only limit to the Pogoplug is your imagination... and C skills... and linux skills. ^_^ h\t\tp://download.pogoplug.com/opensource/pogoplug-gcc.tar.bz2

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