How to Automatically CC or BCC Yourself in Outlook. Outlook users can automatically CC or BCC themselves using the email program’s Rules feature. On the Home tab, click the arrow under Rules and click Manage Rules and Alerts. Click New Rule. Under Start from a blank rule, click Apply rule on messages I send and click Next. You will also find information about troubleshooting Outlook problems with Gmail. Add Gmail Account to Outlook. After enabling the option to allow other Email clients to access your Gmail Account, you need to add your Gmail Account to Outlook. Open Microsoft Outlook > click on File > Info > Add Account.
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. Server such as Gmail's will let you send freely using any From: address configured in their own settings for sending (see, for instance). If an address is not configured for sending in Gmail, Gmail will change the address in the From: line to the one used with the account you have; the address you used in the From: line in Outlook will be preserved in the 'X-Google-Original-From:' header line. The outgoing mail server may let you send the message without problems or alteration, but the recipient's email server can still reject it because the server was not configured to send messages using the address you used in the From: line; you will receive a delivery failure notification email.