Need to add contact with 2 email addresses

I have a contact in my address book for whom I need to add 2 email addresses in the same field. I know I can add multiple addresses, but that gets confusing for this contact, because I need to send every email to him at both addresses. I tried adding both addresses in the same field, separated by both a comma and a semicolon, and when I tried to sent the message Mail told me it was an invalid address. Is there any way to do this?

There is no reason why you should not be able to enter both addresses in the Address Book as two separate addresses on the same contact card (e.g. "home" and "work") and when typing in the To: field of a Mail message, start entering as one address at a time. If the addresses exist in Address Book or previous recipients list, each will "quick fill". After first is entered (as a "bubbled" address), enter a comma then start entering second address. If either address is not in Address Book or previous recipient list, separate each entry with comma and spacebar while typing.
If launching Address Book as a helper application from within the Mail application, single-click each email address (not the name) and either drag each, one at a time, to the To: field or click the To: button in Address book helper app. Repeat with other address. You can't snag 'em both at once.
I just tried all of the above so these methods work here.

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