I have the Droid Charge, with the latest update (EE4). I've done a factory reset, hard reset/battery pull and just about everything else to solve this issue.
Messages being sent via the messaging client (text) with photos get hung up and I get an error message that the message failed to send. On occasion, the recipient says that the photo gets through; largely though, it doesn't get sent.
Anything else I can try? I have tried third party (handcent) messaging apps but have the same error.