Following a recent client upgrade of Dynamics GP to version 2018 R2 I found that when selecting “Write Letters > Print Debtors” the window was blank:
I opened the C:\Program files (x86)\Microsoft Dynamics\GP2018R2\Data\DEX.INI file to find the Letters Directory location and when I checked each sub folder in this shared folder the word documents (.DOC files) were present.
On investigation it seems previous versions of Dynamics GP used to expect files in the DOC format however its now expecting them to be in the DOCX format. Therefore, I opened each one and saved them as DOCX files and they are now available.
I hope this helps anyone else who may encounter this issue.
Thanks for reading
The Dynamics Explorer 
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