Login Issue

Question

Each and every time I log-in. I am asked if I want you to 'remember' my details, and as nobody else EVER USES THIS COMPUTER, this seemed a good idea.

However, each and every time I use this 'service', I am still asked for these details. WHY?

Answer 1

Hello,

The reason you are asked “Remember me?” every time is not that the feature is broken. It happens because Microsoft cannot confirm that your browser and device are the same trusted environment as before.

Even though Microsoft changed the sign‑in experience in 2025 so that personal devices can stay signed in more easily, the “Stay signed in?”

prompt will still appear whenever Microsoft needs to re‑validate your session for security reasons.

This happens when something makes your browser look “new” each time, for example:

• Your browser is deleting Microsoft cookies

• A privacy tool, cleaner, or extension resets your session

• You are using InPrivate / Incognito mode

• Your IP address changes frequently (VPN, mobile network, ISP rotation)

• A work/school account is mixed with your personal account

• Your Microsoft account recently required re‑authentication

In these cases Microsoft must ask “Remember me?” again, even on a computer that only you use. Once the browser is able to keep the Microsoft sign‑in cookies and your device appears consistent, the prompt will stop appearing.

Answer 2

The most likely cause is that the sign-in or “remember me” feature is not actually able to store or reuse the credentials, usually because of browser or security settings, or a known issue with how credentials are cached.

From the available information, there are two common patterns:

1. Cookie or sign-in loop issues
   • If the site cannot store or read the required cookies, it will keep asking to sign in even when “remember me” is selected.
   • This can happen if:
     • Cookies are blocked or cleared automatically.
     • The site is placed in a special security zone (such as Trusted sites) that changes how cookies are shared between Microsoft sign-in domains.
   • For Microsoft sites like support.microsoft.com and related login pages, the guidance is:
     • Ensure that these domains are either all in Trusted sites or none of them are, so cookies can be shared correctly:
       1. microsoft.com
       2. support.microsoft.com and any subdomains
       3. login.live.com
       4. login.microsoftonline.com
     • After adjusting, sign in again and the “remember” behavior should work more reliably.
2. Credential caching not working correctly in older Internet Explorer scenarios
   • On older Windows/Internet Explorer setups, the “Remember my credentials” checkbox can appear but not behave as expected due to a defect in the underlying API.
   • The documented fix is to install the latest cumulative security update for Internet Explorer via Microsoft Update so that the credential dialog works correctly.

In practice, resolving the repeated prompts usually involves:

• Allowing cookies and not clearing them automatically for Microsoft sign-in sites.
• Making sure all the listed Microsoft domains are treated consistently in the browser’s security/Trusted sites settings so cookies and sign-in tokens can be shared.
• Ensuring the browser and, if applicable, Internet Explorer components are fully updated via Microsoft Update.

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References:

• Troubleshoot sign in issues for support.microsoft.com
• "Remember my credentials" check box is displayed after you disable the check box in Internet Explorer 9 in Windows 7