You have two widgets or interactions in the same location, or better, they do overlap physically. Don't do that.
I suppose that the user variable (hope it is defined) 'Checkboxenabled' is defined? It is not automatically created because you enter it in the Properties of the Checkboxes widget/interaction.
You still didn't tell which version you are using, from the functionality of the advanced actions dialog box, I think it is 7.0.0. Why didn't you install the patch to 7.0.1?
Which event do you use to trigger the advanced actions? Timer and Checkboxes are both static, they don't have an event to trigger an action. I suspect that is what is happening, you have an action but it is never triggered.
Events and (advanced) Actions - Captivate blog
Lilybiri