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Send option does not work in outlook 2007

I have a customer who is using Outlook 2007 tied in with out exchange server.  When she works remotely through a vpn connection she hits the send button and the message disappears from her sent and outbox items however the message is never sent.  She has to go to send/receive for the message to be sent.  The strange part is that when expanding down the send/receive option.. the first two options "send/receive all and "this folder" do not work.  But when clicking the third option "send all" the message goes through.  I have tried using cached exchange mode and taking it off as well and that has made no difference.  OS is XP sp3.  Thanks for the help.
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Inderjeetjaggi
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Thank you.  I will try this today and let you know how it goes.