When I create a new message I cannot "Insert a Signature"
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When creating a new message you try and click "Insert" from the top toolbar and you do not see an option for "Signature".

This is because you have Word 2003 enabled for your e-mail editor. To disable this and use the Outlook e-mail editor.

Click Tools from your mail Outlook view.

Click Options

Click the Mail Format tab.

Uncheck the box next to. "Use Microsoft Office Word 2003 to edit e-mail messages"