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Mailmerge is a good way to make your mass-mailing seem more personal and appealing. It's not as difficult as you think, and it's a good skill to have.
A normal mail merge can be executed in the following steps.
In Outlook:
Then, in Word:
Always send a test e-mail to yourself before you send out the entire batch, to check that the merged fields, addressing, and (in particular) the sending e-mail address are correct. Doing this is the only way to ensure that your e-mail will be sent correctly, such that you don't send a BarCo dinner invite to everyone from your personal e-mail, for example.
Sending an mail merge with a file attachment is considerably more difficult than a normal mail merge. If at all possible, try to avoid this. Most of the time, the type of mail involving an attachment need not be personal at all, as it's often something like meeting minutes that is clearly addressed to a larger audience; no need to be personal there.