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I have two people in my contact list with the same name, say John Doe. These are two separate people, and I keep accidentally emailing the wrong one.

How can I prevent myself from emailing the wrong one. It's a company wide contact list so I can't remove the wrong one.

Contact Name: John Doe
Good email:
Wrong email:

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use the middle initial for one of them but no the other? The system doesnt much care about the "friendly name" given to the e-mail address does it? Couldnt you even have "John the Great ToolGuy" and "John the Scientist" , or whatever that would not offend them? – Psycogeek Oct 20 '11 at 13:44
It gives the suggestion from the address book, and the address book is company wide (5k+ employees), I'm not sure I can edit it, or should edit it. – Malfist Oct 20 '11 at 13:56
up vote 3 down vote accepted

I suggest you to create an outgoing Outlook rule with condition "sent to" and actions "defer delivery by 10 minutes" and "flag message for CHECK!".

Configured this way, all emails sent to will be deferred by 10 minutes and marked with flag, appearing in your todo list.

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