Outlook 2016 and Office 365 Calendar may not sync properly if they’re tied to separate accounts. This setup is common when your email account is configured locally in Outlook 2016, while your calendar is managed through a different Office 365 identity.

🧭 Recommended Configuration

• Email (Send/Receive): Use Outlook 2016 desktop client
• Calendar (Scheduling & Events): Use Outlook Calendar via Office 365 Web

📌 Why This Matters

• Outlook 2016 does not automatically bridge calendar data from a different Office 365 account
• Using the web version of Outlook Calendar ensures full access to scheduling features, shared calendars, and real-time updates