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Do me a favor try recordong a 30 sec video just to test. See what happens.

Also when you are connected ti wifi can you browse the net and download apps? I mean just bc you are connected doesn't mean you actually can get out to the internet. I'm sure you already did this but I'm just trying to cover even all the basics to make sure.

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Uhmm then I suspect the file being to big, gotta research the file siE limit for when uploading from the droid.

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I am using a Droid X, and have tried uploading a 27.28 MB file, taken on the phone, to youtube, via the youtube app and also via "share" option in Gallery. Neither has been successful. Most of the time I get the "Waiting for Wi-Fi" message, or "Waiting to retry xx minutes". I have tried it on Wi-Fi every time. At my home on WPA2, at a business customer's place using WEP, and neither work. I am going to try at my work which is unencrypted and see if I get better results.

 

I just wanted to say I get the same message on my Samsung Galaxy S with "Android 2.2.1" (hybrid).

Typically Picasa works, but Panoramio use to, but any more I just get that Waiting to retry.. I just uploaded 6 photos fine to Picasa, but then it hit one that displayed that message. I clicked it and hit "retry" and it went maybe another 1 or 2 percent, and then the same message. I canceled that upload, and the next 2 pictures went fine, and then bang.. the 3rd one spit that message out again. It's extremely annoying. I'm on a basically unused WiFi signal connected to a pretty fast cable connection. A 1.48M picture just did that, but a 1.50M and 1.58M picture after it worked fine.

Anyone figure out what the heck is causing it?