If you’re using Outlook 2016 for email and Office 365 Calendar for scheduling, and they’re tied to separate accounts, syncing between them is not natively supported. This limitation stems from how Microsoft handles account identities across legacy and cloud services.

📌 Key Points:

• Outlook 2016 uses a locally configured email account (e.g., POP/IMAP or Exchange).
• Office 365 Calendar is cloud-based and tied to a Microsoft 365 identity.
• These accounts operate independently unless they share the same login credentials and are part of the same tenant.

✅ Recommended Workaround:

To ensure your schedules are visible and manageable in one place:

• Manually register your appointments in the Office 365 Calendar interface.
• Use Outlook Web Access (OWA) or the Outlook desktop client signed in with your Office 365 account to manage calendar entries.