Hi Mxschief,
For help with a repeated keychain login password request, test the steps below found in the article here: If your Mac keeps asking for your keychain password - Apple Support
"Your keychain may be locked automatically if your computer has been inactive for a period of time or your user password and keychain password are out of sync.You can set a length of time that Keychain Access waits before automatically requiring you to enter your password again.
- In the Keychain Access app
on your Mac, click “login” in the Keychains list. - Choose Edit > Change Settings for Keychain “login.”
- Select the “Lock after” checkbox, then enter a number of minutes.
- If you want to require a password each time the computer goes to sleep, select the “Lock when sleeping” checkbox.
- Click Save."
If the issue continues, test while booted to safe mode: How to use safe mode on your Mac - Apple Support
Reach out to Apple Support directly, should the issue remain.
Contact - Official Apple Support
Contact Apple for support and service - Apple Support
Best.