I'm having a problem with an add-in we make. When "Send immediately when connected" is unchecked, the first email sent will sit in Outbox permanently. It has a Date of None and is in bold but not italics.
Any subsequent emails will have a proper datestamp and be in italics and get sent at the appropriate time (so long as the first email is still sitting there blocked).
Why is my add-in causing this? It is only happening in Outlook 2003, 2007 works fine..
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