A TOC cannot be made to work that way.
You could, however, create a 3-column table, inserting cross-references to the headings and their page #s in the first two columns, leaving the third column for the completion dates. The cross-references will update in the same way as TOC entries would, but you wouldn't get the automatic addition/deletion of headings that a TOC gives you.
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Cheers,
Paul Edstein
[Fmr MS MVP - Word]
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