First you refer to content controls, now you refer to formfields. You can't use data entry formfields in a mailmerge.

For what you describe, it seems you would do better to use a simple ASK field instead of having two checkboxes, plus IF & FILLIN fields. See attached demo.

Attached Files

Prompt.docx (25.4 KB, 16 views)

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Cheers,
Paul Edstein
[Fmr MS MVP - Word]

Thanks. I think I'll just make the merge field hidden. It is so rare that this is an issue, it'll just have to stay a manual operation to unhide the engineer name.
Thanks again for the suggestion.