Use an ItemSend macro to set fields on email merges and include attachments.
How to replicate Outlook's New letter to Contact feature using a custom template (and a macro).
How to use Microsoft Word to print labels and envelopes in several different ways, including mail merge. A mail merge using Outlook and Word can handle not just built-in fields, but also custom fields added to Contact items.
The following methods are marked to indicate whether they are appropriate for the Personal Address Book (PAB), Contacts folders in the Outlook Address Book (OAB) or Microsoft Exchange Server Global Address List (GAL). In many cases, the techniques used for printing can also be adapted to exporting.
How to use the Insert Address command to insert information from the Address Book in Microsoft Word documents.
How to incorporate Outlook data into a Word letter, using built-in methods, VBA code, or a third-party tool.