Let’s quickly walkthrough some steps to get back BCC logging in Outlook.
Use the correct add-in: If you’re on the new Outlook for Windows/Mac or Outlook on the web, use the HubSpot Sales Office 365 add-in (not the legacy desktop add-in). Re-enable it from Outlook’s Get Add-ins/Apps menu, then sign in.
Connect your inbox: In HubSpot, make sure your personal inbox is connected. In Outlook, open the HubSpot Sales pane to confirm you’re logged in (a connected inbox is required for tracking and logging).
Pin the task pane and enable tracking/logging: Open a new email, launch the HubSpot Sales pane, pin it so it stays open, and check Track email opens and Log. Ensure the message format is HTML (plain text emails can’t be tracked).
Send a test: With the pane open, send to a colleague. The HubSpot BCC should auto-fill, and the email should appear as Sent in your HubSpot activity feed and then as Open after it’s viewed.
If still not working: Temporarily disable other Outlook add-ins and any security software to rule out conflicts, then retry. (Outlook add-in conflicts can stop tracking.)