Mac Mail keeps asking for your password over and over
Mac Mail stores passwords in a vault called Keychain. When the password changes or the vault gets corrupted, Mail can't save the new one. Delete the old password from Keychain, then enter it fresh in Mail — this breaks the loop in 5 minutes.
Mac Mail saves passwords in Keychain. When your password changes or Keychain gets corrupted, Mail finds an old password in there and keeps using it. Even when you type the correct password, it doesn't save because the old one is still taking priority. Removing the old entry from Keychain and re-entering your password fresh fixes it.
Fix-IT-Bot will walk you through each step — just tap, no typing needed.
Skip — I just want a technicianCommon mistakes to avoid
- Typing the password in the prompt over and over thinking it will save — it won't, because the old Keychain entry is still there
- Using your regular email password when an app-specific password is required for two-factor auth
Signs you need professional help
- The prompt still comes back after deleting Keychain entries and re-entering your password
- You're not sure if you need an app-specific password or your regular password
- Your email provider uses a special authentication method that Mail doesn't recognize
Book a technician
We can fix most issues remotely in 15 minutes. Weekend appointments — book your slot and we handle the rest.
Can't fix it yourself?
Most issues are resolved remotely in 15 minutes. Weekend appointments only — no parts, no in-home visit needed.