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In section 1 of the Mail Merge Manager, labeled 'Select Document Type',click Create New.

From the Tools menu, select Mail Merge Manager.

Select the 'For Sending Only' account identifier from the drop-down menu.

Since you have multiple accounts set up for sending now, there will actually be a drop-down menu below the From line, showing your two accounts.

Compose a new message in Outlook 2011 the way you normally would.

Sending mail using the 'fake' account for your mailing list In the new modal window that pops up, select 'User Name and Password' for Authentication method, for username, and your email password for password.

Click More options at the bottom of the window.

Under Account Description, enter 'For Sending Only' (without the quotes), and under Full Name, put the name of the list. Select your new 'fake' account from the list on the left, if it isn't already selected.

Once the 'modal' window goes away, now you're looking at the Preferences/Accounts window again.Tick the next two checkboxes and enter the number 465 to the right of where you entered Hitting Tab actually makes the window refresh and now you have more fields for entering data. In the new window that pops up, enter for the email address, then hit Tab to go to the next field.Click and hold the + sign in the lower left, and select Email.Make sure only your Exchange account is listed there. In Outlook (for Mac), go to Preferences > Accounts.As an added benefit, this will still allow you to use authenticated SMTP to send these messages, preventing them from being flagged as spam and maintaining the ability to verify the sender of the message. This second account can be configured alongside the personal Exchange account.

The general solution is to set up a separate email account in your mail program specifically for sending mail with this 'fake' FROM address via MIT's SMTP server, rather than via the Exchange environment.