Since you have two checkboxes referring to the same bookmark, you can't really expect anything else; whichever one you check/uncheck last will take precedence. You should ask yourself why you have two checkboxes acting on the same bookmark and whether that's really necessary. If it really is necessary, then you're going to have to work out the logic for each/either checkbox to check the other's state before changing the bookmark state.

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Cheers,
Paul Edstein
[Fmr MS MVP - Word]

What I'm trying to accomplish is to make each checkbox represent a product. The Bookmarked text will then represent a specific requirement for the product. Depending on what products are being purchased, will then determine what specific requirements are shown. Some products will have the same requirement. In this case, product CheckBox1 and CheckBox2 both have the same requirement, Bookmark1. Both products can be purchased individually or bundled together. Whether both products are purchased individually or together, they will always have the same requirement of Bookmark1. Therefore, If a user selects both products but then decides that only one product needs to be selected, the requirement should still be showing.

I'm not a programmer by any means. If you can help me get started as this seems like it'll take more advanced logic, it would be greatly appreciated!