There is a limit when sending video, I've attempted to send HD video clips with email and it says something like the file is too large. I can send the same video, using the same email account from my computer no problem. Doesn't seem to matter if I'm on 4g or wifi.
This might not answer your question, but I have found if you go into creating a message and then attach a video from camcorder that you record at that moment...it might send. This obviously does no good for videos already recorded. I know this doesn't help, but thought i'd at least mention
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