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Sign-in & Login Problems

Fix Repeated Microsoft Authentication Pop-Ups on Mac

Partner EditorPartner Editor Oct 9, 2026 869 views

Question details

The user needs to stop an endless loop of Microsoft sign-in prompts when trying to access shared SharePoint files as an external or guest user on a Mac.

How to Stop Repeated Microsoft Authentication Pop-Ups on Mac
Product
Microsoft SharePoint / Microsoft Entra ID
Device & OS
macOS
Scenario
Accessing SharePoint files via shared links as an external guest using a macOS device.
Observed behavior
The Microsoft authentication window repeatedly pops up, asking for credentials even after the user correctly enters their email address and password.
Before you start

Verify that you are logging in with the exact email address that the SharePoint invitation was sent to, as using a different alias can trigger authentication loops.

Solution 1Recommended

Clear Browser Cache and Use Private Browsing

Eliminate conflicting cached login sessions by clearing your browser data and accessing the SharePoint link in an incognito or private window.

Browsers often cache Microsoft credentials to keep you signed in. If you are signed into personal or other organizational accounts, SharePoint might misinterpret your session and repeatedly prompt you to authenticate.

1
Clear browser cache

Open Safari or Chrome on your Mac. Go to settings or preferences, locate 'Privacy & Security', and select 'Clear Browsing Data' to remove cookies and site data.

2
Open a Private Window

In Safari, click 'File' > 'New Private Window'. In Chrome, click 'File' > 'New Incognito Window'.

3
Access the SharePoint link

Paste the shared SharePoint file link directly into the address bar of the private window and press Enter.

4
Sign in as a guest

Enter the specific email address that received the guest invitation, along with the verification code or password when prompted.

Web Access First: When accessing as a guest, ensure the shared files first open in 'Office for the Web' before trying to open them in a desktop application.
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Frequently Asked Questions

Why does my Mac keep asking for my Microsoft password when clicking a SharePoint link?

This usually happens due to cached login sessions conflicting with guest access permissions. Your browser might be trying to authenticate using a previously logged-in organizational account rather than the guest account invited to view the files.

What does Microsoft error code AADSTS50020 mean?

Error AADSTS50020 indicates that a user account from an external identity provider (like your personal or external work email) does not exist in the host organization's Microsoft Entra ID tenant and cannot access the requested application or file.

Can I open shared SharePoint files without installing Microsoft apps on my Mac?

Yes. When invited as a guest, you can open shared SharePoint files directly in your web browser using Office for the Web. Just ensure you are using a Private or Incognito browsing window to avoid credential conflicts.

How do I clear cached Microsoft credentials on a Mac?

You can clear cached credentials by opening the built-in 'Keychain Access' app on your Mac, searching for terms like 'Microsoft', 'Office', or 'Exchange', and deleting the matching password entries.