Convert to PDF from MS Word very slow

Attempting to PDF a document from MS Word (MS365, Win 10) and it is taking upwards of 10 minutes, and will usually end with an error. This specific file is 200 pages, but a smaller file takes the same amount of time. Bookmarks tend not to show up, the system seems to hang at "Updating tags". I also received an error when opening Word (attached) related to the PDFmaker add-in not working. 

Troubleshooting attempted:

resetting preferences, both in appdata and registry

removing and re-adding Acrobat add-in in MS Word

updated and repaired both MS Office and Acrobat Pro

Win 10 22H2 fully updated

Reinstalled MS and Acrobat Pro (and changed to 32bit)

verified hardware is not bottlenecking

rebuilt the file in case broken headings were the problem

downloaded the file locally instead of from the file server

every different way of creating a PDF (Print, save as, save as Adobe PDF, convert from the Acrobat ribbon, convert from word file in Acrobat)

I am at wit's end with this, any further ideas are appreciated. This delay is a new problem, as a month ago the system was not hanging up or causing issues. 100-page documents were PDFing within a minute or less, the same files are now taking 7-10 minutes and failing. A different PDF program will print this file in a minute (with small issues, adobe is preferred).