Check box help in Word

Regarding the question of a faster way to do check/uncheck these boxes, I propose create a command button to perform you required action. To do this, you need to create a simple program to do this.

Follow the steps below:
1) Insert Checkbox (from Forms toolbar) and Commandbutton (from Control Toolbox). (For Word 2007, click Customize Quick Access Toolbar, More Command, Choose Command From: All Command, add Check box, Command button).
2) Select the Commandbutton and right-click to select View Code.

3) The Microsoft Visual Basic will open for you to write coding. Write this statement to enable the checkbox check after press command button.

ActiveDocument.FormFields("Check1").CheckBox.Value=True

4) Double-click the checkbox to ensure the check box name is tally.

5) Select the commandbutton and right-click to select CommandButton Object, Edit to change the commandbutton caption to "Check".

6) Click Exit Design Mode. Now you can click the "Check" button to check the checkbox. (For Word 2007, click Customize Quick Access Toolbar, More Command, Choose Command From: All Command, add Design Mode).

7) Now, when you click the button, the check box will check. You can also write other program to perform action required by you.