Delay Send not working

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dec1123

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POP3
Periodically my delay send emails Icon will change from the normal SENDING icon to something different
( I think it changes to the DRAFT Icon) when this happens my delay sends do not go out ..then I have to open each and hit send again ..then they go back to the sending mode(Icon) again

help on this would be appreciated Outlook 2010
 
I can go into the outbox all day and the messages will not change state....I have been baby sitting this malfunction for some time now and can not identify a pattern or trend...... there have been times I have added another delay send email and they all were in there ready to send then a couple hours later I look in there and they all are marked as drafts..... I resend them and they stay that way for a couple days just fine then out of nowhere they will be changed ...no rhyme or reason
 
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