Keychain Pop ups

Accountsd asking you often…

Just open the "Keychain Access", click right on the "login" keychain in the sidebar, select "Change settings for Keychain "login"" and unselect both options "Lock after ..." and "Lock when sleeping". – Tom Kraina Sep 8 '16 at 10:55

If your Mac keeps asking for the login keychain password

The password of your macOS user account might not match the password of your login keychain. Either create a new login keychain or update it with your new password.

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

https://support.apple.com/en-us/HT201609#:~:text=Either%20create%20a%20new%20login,password%20of%20your%20login%20keychain.

In the case of "Transparent Network Proxy" wanting access to your login keychain, this is more than likely an Adobe background process using the proxy to get around DNS rules and mask its traffic when verifying licensing for installed apps.

The only time I've ever seen this specific request is when using Adobe software.

Many many people have reported this issue.

There are some good responses explanations and references regarding what the key chain is.

Some regarding what a (transparent) proxy is.

No one has responded with information explaining why this occurs suddenly, repeatedly or

why and how a (transparent)proxy is trying to run.

I am the sole/original/only user of my 2021 14" macBookPro running Sonoma 14.2, not running any third party cleaners, haven't changed password.

"Transparent network proxy ..." first occurred Nov 11,2023 after

For the first time I now see many:"Nov 11 12:36:18 smac14 softwareupdated[327]: SUOSUServiceDaemon: Updating current login credential policy to opportunistic" NOTICE level log entries. I don't know if this is related.

Each user on a Mac has a login keychain. The password for your login keychain matches the password you use to log in to your Mac. If you or an administrator on your Mac resets your login password, you need to reset your login keychain password.