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Old 10-17-2021, 04:05 PM
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Guessed Guessed is offline Prompt for digital signature Windows 10 Prompt for digital signature Office 2016
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This is an interesting conundrum on something I haven't ever explored in Word.
I found a clue on ExcelForum by a user called marvinparanoidandroid which greatly helps. Unfortunately you will likely be required to create a free account there to see his answer.
Can you try this code on your document?
Code:
With ActiveDocument.Signatures
    .Subset = msoSignatureSubsetSignatureLinesUnsigned
    If .Count > 0 Then      'at least one unsigned signature in doc
      .Item(1).Sign
    End If
End With
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