3.12.26_Me Calendar_Microsoft Login Issues

Unsure if it's related

I restarted the PC

Disconnected VPN

Although VPN was only being used for two programs, not related to Me Calendar.

Me Calendar has successfully connected to the Microsoft account.

Me Calendar is a third‑party calendar app, so only general Windows 10 mail/calendar sync guidance applies.

Since the issue is specifically with signing into a Microsoft personal account from a Windows 10 app and syncing calendar data, use the following checks on the Windows side to rule out common causes:

1. Verify Windows 10 Mail/Calendar sync works

• On the same PC, open the built‑in Mail app.
• Add the same Microsoft personal account there.
• If Mail/Calendar also fail to sync or sign in, the problem is likely with account, network, or Windows configuration rather than Me Calendar itself.

2. Check privacy permissions for email and calendar

• Go to Start > Settings > Privacy > Email.
  • Ensure Let apps access and send email is set to On.
• Then go to Settings > Privacy > Calendar.
  • Ensure Let apps access my calendar is set to On.
• If these were Off, turn them On and test Me Calendar again.

3. Check advanced mailbox settings (for comparison) Even though Me Calendar manages its own connection, confirm that the Microsoft account can be configured correctly in Windows Mail:

• Open Mail.
• Select Manage Accounts > select the Microsoft account.
• Choose Change mailbox sync settings > Advanced mailbox settings.
• Confirm incoming/outgoing server names, ports, SSL, and that authentication options are correct as described in the advanced settings guidance. If Mail cannot sync with correct settings, Me Calendar will also fail.

4. Two‑factor authentication and app access

• Windows 10 Mail and Calendar do not support 2FA directly and require an app password when 2FA is enabled.
• Since 2FA was disabled already, that removes the app‑password requirement. If 2FA is re‑enabled in the future, an app password from the Microsoft account security page would be required for apps that do not support modern authentication.

5. Remove and re‑add the account in Windows Mail This helps confirm whether the Microsoft account itself can still be used via the Windows 10 APIs that third‑party apps often rely on:

• Open Mail.
• Manage Accounts > select the Microsoft account > Delete account from this device.
• Add the account again.
• If this fails or shows similar looping/“something went wrong” behavior, the issue is with account sign‑in on that Windows profile, not just Me Calendar.

6. If only Me Calendar fails If:

• Microsoft account signs in and syncs correctly in Windows Mail/Calendar, and
• Privacy permissions are enabled,

then the failure is specific to Me Calendar’s integration with Microsoft’s sign‑in flow. In that case, resolution would require an update or fix from the Me Calendar developer, as Windows and the Microsoft account are functioning correctly.

For ongoing, supported calendar sync with a Microsoft personal account on Windows 10, using the built‑in Mail and Calendar apps or Outlook is recommended, since they are the supported clients for Microsoft accounts.

References:

• Resolve sync issues in Mail and Calendar apps in Windows 10
• Can't sync calendar and contacts with my phone or tablet