Hi littlebluedot,

I'm assuming you're talking about the cloud storage and not a connected drive to a pogoplug, correct? I can't say I've ran into this issue with the cloud upload, but here are some possibilities to check out.

1. Reload the software. Perhaps it's not currently connected to the Pogoplug service.

2. Simply try again. It's possible there was some kind of glitch at the time and it's working fine now.

3. Could it be your internet connection? Are you on WiFi with a weak signal, or a public hotspot with lots of traffic?

Try logging in to the web interface and uploading some files that way, at least to make sure the issue is local and not something else.

Let us know how that goes. If you continue to have issues, maybe we can come up with some other ideas or get hooked up with Pogoplug support.