Hi, did you get the entitlement yet or is it still an open issue? I am asking because I too requested the entitlement and I am wondering how long the approval process takes.

To provide closure to this: It is possible to register the CryptoTokenKit driver as _securityagent by running "pluginkit -a" in the appropriate context using launchctl. However I have observed that after some years the method described in the documentation suddenly started to work as well, so using launchctl probably isn't necessary anymore.

For me the approval process took two weeks, which is quite alright (I expected much worse). I guess it is important to issue the request using a Apple Developer company account otherwise you might experience a longer wait time.