The comment above is curious because if it's not retroactive, why does HubSpot put in an old sent email a blind carbon copy link?
After installing the plug in for Outlook looking through the features, I had opened up an email in my sent box and see @bcc.hubspot in an email that I'm replying to from a year ago and have not uploaded any contacts or used HubSpot with this email address?
From what I can tell is that it's automatically going to track. Seems that the default was that it's always set to track and log.
I have not tried doing the bulk send from Word but assume . It should be automatically applied.
The HubSpot Sales Extension is not able to retroactively track emails that were opened prior to the installation of the extension on Outlook, Gmail or Office365. It can only track emails moving forward as long as you click on "track" and the email meets the tracking requirements.
Here is also a guide on how to customize your HubSpot Outlook Add-In You should be able to log and track every email by updating your "Log and Track" preferences in the Add-In settings. This section of the linked article explains how to update these preferences.
If you have any questions after reviewing the linked articles, please don't hesitate to reach out!