Lost mail, forwarded doc with attachment.  No record and not received

Using a message and attachment from an email in my files, created new message with updated info to send to CEO. Hit 'send' and heard normal rush sound. Later checked my sent file and no record. Called CEO exec asst not received. Tried again with a shorter message same result. Sent another message with an attachment to another exec, no problems. iPad problem or system?

Not recipient.
I have both a Me and a Yahoo account.
When I forward a mail with an attachment using Yahoo account, it shows the sending bar, makes the sound that a mail was sent and even put the arrow icon on the left side of the original mail. But no mail is sent (recipient doesn't receive it and I don't get my blind copy).
This also happens when I send a mail from an app (notes, noterize, numbers, pages, etc.).
If in both cases I use my Me account, it works fine.
Using Yahoo account, forward without attachments, and reply works fine.
Don't know what to do.
iPad   iPhone OS 3.1.3    

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