This is what I would like to achieve in Outlook 2011. Is it possible? --- In mail.app, I have setup one gmail.com account. That gmail.com account is enabled to send mail as 2-3 other email addresses and those emails are forwarded to my gmail account. Say I have address M1-the gmail address and M2 - the external address. All mails to M1 and M2 come into M1 - the gmail address. Say a mail comes to M2. Mail.app downloads it from M1 (because M2 mails are forwarded to M1). When I reply, the sender address is M2 address. Mail.app then connects to M1 account and sends the mail as M2 sender. In mail.app, I have entered multiple sender addresses in the account preferences screen. --- Now this exact behavior is what I want to achieve in Outlook. Is it possible? The way this helps me is that I can always go to one web interface to access all my mails, I can access mails on my Macbook Air as well as the iMac. They can both sync to one IMAP server. Thanks!!