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How to Add Signature to e-mail when sending a File (Outlook/Office 2013)

If you send a document (or other file type) via e-mail directly from a program (Word, Excel, etc.) Outlook will automatically open a new e-mail with the document attached. Even if you have Auto-Signature turned on, the new e-mail will not have your signature in the body. You will have to add your signature manually each time using the instructions below.
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How to Delete “Auto Complete” Entries that you don’t use in e-mails (Outlook 2013)

When filling in the “To:/Cc:/Bcc” fields in an e-mail message, Outlook will provide you with “Auto Complete” entries. This will be a list of e-mail addresses that are similar to what you are typing (e-mail address that you have used before). It makes it quick for you to left click on of the “Auto Complete” entries to enter an address into the field. Some of the e-mail addresses in the “Auto Complete” entries may no longer be valid, you will want to delete those entries.
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