Microsoft Word’s content controls make it easier than ever to use dependent controls in your templates to update content all at once.

Date Picker Content Control in Microsoft Word allows the user to insert date, month, and year into the document, form, and templates. Learn how to sue it.

You can change that to a more traditional check mark if you like. SEE: How to use the many text wrapping options in Microsoft Word (TechRepublic) Changing the check box ...