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I need to convert about 500k emails into searchable PDFs. By 'searchable' I mean that macOS will be able to scan them for specific words rather than simply treating them as an image. My searches, thus far, for a tool to do this have ended in proprietary database apps and over-priced sketchball x-to-pdf converters which basically perform the built-in macOS functionality of Print To PDF. Is there a single tool or two complementary tools that could be used together in Terminal to just batch convert all the emails to searchable PDFs?

  • are those all Windows emails – Ruskes Dec 29 '18 at 17:41
  • No, they are not. Some of them are very old Outlook for Mac and Thunderbird files. The majority are Mac Mail files spanning from about 1995 to today. – Kerlix Dec 29 '18 at 19:34
  • just asking, since Thunderbird lets you export as PDF, so does Outlook, so does mac Mail. – Ruskes Dec 29 '18 at 19:42
  • Mac Mail lets you export either one message at a time, individually, which is not feasible for this quantity of documents, or by merging a folder of emails into one pdf, which is also not desired. The add-on that allowed Thunderbird to batch export individual emails as pdfs has broken, according to user reviews. I haven't used Outlook in years, but would prefer to not convert all the messages an additional time to be readable by Outlook. Also, Date Created Metadata is important to conserve for this scenario. – Kerlix Dec 29 '18 at 21:16
  • I just tried in Mac Mail and selected 50 email and exported them all at once as individual pdf's – Ruskes Dec 29 '18 at 21:21

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