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This is when Outlook 2010 is closed -- I compose a new message via another Windows app, e.g. clicking on a mailto: link in the browser.
I got an Outlook "New Message" window, after I click 'Send' the window closes but it doesn't actually send the email until next time I start Outlook.
How do you make it send immediately when Outlook is not running?
I am having the same problem and the answer below is no help. The document is not sent before I actually start Outlook 2010 the next time. I noticed that Outlook 2010 does not know the nicknames when I send via Explorer context menu. I don't get any proposed mail addresses when entering the recipient. – Axel Kemper – 2013-08-20T18:41:39.107