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If you type a name into the To: box of an email in Outlook, you may sometimes see a wavy red line appear underneath it when you move to the next field.
The line means that Outlook has more than one person which that name could refer to and it needs your help.
If you Right Click on the name, then it will present you with a list of names. You simply choose the one you want to send it to (or create a new one if neither of the selections meet your requirements).
If you ignore the line, then Outlook will prompt you for a decision when you press Send.