I have a similar problem. Using Handcent...first it said the person's number was not authenticated with a screen popup. On all the phones I have owned I have never seen this message. Then, I got the "rotating circle" that showed it was trying to send the picture, but it never did. It did ask me if I wanted it re-sized, which I said yes to. Think it makes any difference on what the settings were on the phone when the picture was taken?