Fix Outlook SMTP 587 Port Already Allocated Error - Resolve Chrome Profile Auth Failed on macOS-Outlook Data File Cannot Be Opened – Fix Guide

Updated 2026-06-14 10:31:13backup-recovery
Fix Outlook SMTP 587 Port Already Allocated Error - Resolve Chrome Profile Auth Failed on macOS-Outlook Data File Cannot Be Opened – Fix Guide
Before changing system settings, save your work and note the exact error text so you can compare results after each step.

Extra verification checklist

  • Restart the affected app after changing permissions or configuration files.
  • Test the same workflow in a clean browser profile or a temporary user account.
  • Compare the result on another network if the error may be connection related.