You can generate bulk or personal emails using a prepared email that in your Outlook's Draft folder. This is very useful for generating Chabad.org's email newsletter or any email that you don't want to copy and paste (especially when you're breaking the email up into groups –see Tools > Options > Other tab).

First prepare your email and save a draft of it in the Outlook Drafts folder. Once the draft is saved, click Reports > Contacts, choose Output: Email. Make sure to check the "Use saved email in Outlook's Draft folder" check box. Click OK. Select the Draft Email and click Select. If you're breaking the email into groups, you will need to click Yes to confirm each group as its being sent.