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>Idea 1: I don't have Outlook at work here, but you could stuff all the email addresses into the TO property so that only one email is sent, thus one dialoge. I can't remember if the recipient seperator is a comma or a semicolon. You can probably tell that from you "sent items" folder.
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Semi-colon works for sure, and I think comma works, too.

>Idea 2: Use a 3rd party tool that directly sends the email via SMTP and bypass the Outlook security features.

Such as controls found at www.mabry.com (which works great), or Nigel's MAPI class in downloads (which I've never used, but from what I hear it works great).

I cc'd Bob...