This is on macOS, not iOS. Not sure if that should make a difference? I have a GUI app and a command line tool (that will run a daemon) that I need to share credentials between. The keys/certs will be stored using the GUI app. But, both tools need to utilize them. guard let accessControl = SecAccessControlCreateWithFlags( nil, kSecAttrAccessibleWhenPasscodeSetThisDeviceOnly, [.privateKeyUsage], nil ) else { throw KeychainCertError.keychainError(errSecAuthFailed, "Failed to create access control for private key") } // Define Key Pair Attributes let privateKeyAttributes: [String: Any] = [ kSecAttrIsPermanent as String: true, kSecAttrApplicationTag as String: privateLabel.data(using: .utf8)!, kSecAttrLabel as String: privateLabel, // kSecAttrAccessControl as String: accessControl, kSecAttrAccessGroup as String: keychainAccessGroup ] With the kSecAttrAccessControl commented out, I am able to generate a private key and generate a self signed certificate that is stored on the user login keychain. If I uncomment that line, I get an error to the affect of "Keychain error (-26275): Failed to generate key pair: A required entitlement isn't present" Also, to share the credentials, don't they need to be NOT on the user keychain for the daemon to access them? Any ideas what I am doing wrong? I think I'm a bit over my head here with the the security, crypto kit and openssl. 😁