Keychain Access: Lock Keychain Login Greyed Out

First an update. I tried to fix the iMac Message app through other means instead of focusing on the Keychain Access. I have two iPhone SE Model 2’s running iOS 17.5.1. I exhausted many troubleshooting guides and could not solve the problem. I took both phones side by side and went through the Message settings. I got to “Text Message Forwarding”. My iMac was unchecked on both of them. I moved the slider to on or green. The Message app on the iMac started working. I am the only one that has access to the phone and I did not change the settings. I am baffled by this, but I can now send and receive both SMS and iMessages, so I will take this as a win. That part of my problem is solved. I still want to get the problem with "Lock Keychain Login greyed out" fixed. I want the ability to lock Keychain if needed.

I ran the Disk Utility all drives. All the drives were successful except my attached WD Passport. The first check on the Passport was successful. The downstream checks on the Passport failed. The error said the “disc was mounted”. The Passport works fine. I use it for Time Machine.

I am running a VPN, Virus Software, and a Cleaning App. I would rather not type the names here. You can see them in the report. You will see a Kaspersky file. I do not use that app anymore. I unistalled Kaspersky using the app's uninstaller. I was surprised to see the file still on the drive.

Below is the Etrechek Report.

Thank you for your help. Let me know if you need further information.

I got this response from ProtonMail. I thought it might be useful.

Thank you for the follow-up.

Proton Mail Bridge uses the official macOS frameworks and APIs to access the Keychain and read/write data into it. We can only access a specific item within the keychain which is required for Bridge to work, we do not touch other items.

Furthermore, as per the logs we can see that Bridge 3.12 was launched twice without any issues. Then, on the third launch, we can see a keychain issue in Bridge logs as well.

Per our investigation, this issue is not related to Proton Mail Bridge, and as we can see Bridge was also affected by the issue (which is why you were required to re-enter the credentials).

You can look into some tools Apple provides for scanning your device to ensure there are no further issues. This can include running a disk check and scanning for viruses.

How to repair a Mac disk with Disk Utility - Apple Support

My virus software is not showing any issues. I will run a scan to make sure. Thanks again.

I removed the files in your post. I know that AV software is not a necessity on a Mac. I installed for a feature that was on the Windows version, but not the Mac version. I uninstalled using the app’s uninstaller. I uninstalled Ccleaner also. I went back and checked the LaunchDaemons and the Ccleaner “plist” was still there. I removed that file also. Sorry, I am keeping the VPN. I rebooted the computer and let it load up. The “Lock Keychain Login” is still greyed out. Thank you for your continued help.

I recieved an email that BDAqua sent me with the instructions from Apple Support page about resetting the password on Users and Groups and Resetting the Default Keychains. The instructions in the email did not show up in this discussion. The link for the instructions is at the bottom of this post (above the picture) if anyone else is following this post.

I reset my User Password. Then I reset the Default Keychains and logged out of my computer annd logged back in. Unfortunately, this did not correct the problem. I am new to this post and did not realize I could insert a picture. Below is a screen shot of the problem. Thank you for your continued help.

Link: If you need to update your keychain password on Mac - Apple Support

I know that you have things going on in your life beyond my problem. Have we reached the end of the line on this problem? Is there anything else you can suggest? I greatly appreciate your help either way.

Thank you for this information. I have a second Admin account already. I will check in the morning and post the results tomorrow. When I search the internet about this problem, there is next to nothing. I have been working with Proton Mail about their app. It appears to be deleting the same 4 passwords from Keychain every time I login into the app. I came up with a way to prove or disprove my theory.

When you gave me an up arrow on my previous comment, the email said 144 people viewed this post. I am extending an invitation for someone to chime if you have any further information. Thank you.

I logged out and tried my existing second admin account. It did not work, so I created another new admin (third) account. I had the same issue with both accounts. I opened Keychain Access and the left-hand Sidebar appeared to be greyed out. I had a weird default background so I changed it. I do believe the sidebar was greyed out. I could click on the items such as “Login” and it would highlight. When I right clicked, nothing. I did not get the menu choices as in the picture I posted above. I verified that the test account had admin rights and it did. Strangely, I could click on a password and it opened up in a separate box. I clicked “Show Password, entered my admin password, and the password displayed.

I did review how to reload the OS. At this point, I not comfortable reloading it. I know it will be a gamble. Unless you want me to try something else, I think we hit the end of the road. I am very thankful for your efforts.

I am fortunate, the computer works fine, I just cannot lock Keychain Access. I am going to move forward on a new computer so I can be up to date with the new software as Apple no longer supports my computer.

I did what you sugested by selecting "oldest" and now the post makes senses. Thank you.