The rule only needs to be associated with the text box as this is the requred control.
I have redone the test form. I made a mistake where I was only looking at the choice control and forgot to look at the checkbox as well.
I was able to import your Checkbox Validation and it works as designed; however, I am still not able to get my form to work. I've attached the export file to this thread for you to review. Let me know if you need anything else.
Can you explain what the chkConfirm and ddStatus mean? I entered this into my form exactly as you wrote it and it still isn't working as I would like it to :(
Your rule was not working because you still had custom validation in the control configuration itself which was overriding the rule. Also the "Yes" in your rule was not red so it looks like it was not referenced.
I fixed it up and attached your form.