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Every time I open Outlook it prompts me for the password. I enter it, click Remember, and it seems to stick for that session... until I close Outlook and re-open it later, it prompts me again and acts like it totally forgot.

When I go into Outlook account settings and make sure "Prompt for credentials" in unchecked, doesn't matter. It always, always, always asks for credentials.

How do I get this thing to remember the password?

  • First we need to know what sort of account you're using Outlook to read. – music2myear Oct 1 '19 at 3:51
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It's possible that Protected Storage System Provider doesn't work properly. Try to open Registry Editor and navigate to HKEY_CURRENT_USER\Software\Microsoft\Protected Storage System Provider, then delete a subkey named with S-1-5-21. If the deletion operation is blocked, you may need to take ownership of that registry key first.

If the above method doesn't work, try to create a new Outlook profile and set up your email account. Hope the issue will gone.

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This issue could be related to many sides.

Please refer to the thread below and see if it will be helpful.

Why does Outlook keep prompting for password

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