Outlook 16 Indexed to Devonthink 3

Adding to what @BLUEFROG said above:

You need a periodic workflow like this:

  • Export Outlook mail to .mbox
  • In DT, go to the Import sidebar and Import or Archive the .mbox file. The difference is (HT @BLUEFROG ):

Archive Mailbox will import a mailbox and attempt to keep its underlying structure (including sub-maiboxes) as well. It also will file the emails into an Email group in the database.

Import Email can import a Mailbox but will not keep the structure or import sub-mailboxes. It also imports in the current location in the database.

  • Note that DT will not import a message already in the database, so if (like me) you’re in the habit of importing individual mails for specific purposes, you need a strategy. Mine is to have a separate DT database exclusively for email.

There isn’t a way to have Outlook automatically pass emails to DT. And DT will only accept emails that are local (it doesn’t interact with Outlook or Outlook’s mail fetch features - the same is true for other mail clients).

Hope that helps. There’s a useful thread here that discusses various aspects of email import & archive