On the Word Options dialog box, check the Developer box under Main Tabs, and then click OK to enable the Developer tab. Place the cursor where you want the check box to appear, and then click the Developer tab. On the Controls group, select Check Box Content Control to insert a check box.Repeat the process to insert additional check boxes.n the Word Options dialog box, check the Developer box under Main Tabs, and then click OK to enable the Developer tab. Place the cursor where you want the check box to appear, and then click the Developer tab. On the Controls group, select Check Box Content Control to insert a check box.