Is it possible to automate changing some security settings in Catalina?

Solution 1:

Yes. Set up a MDM and you can easily make configuration profiles so your peers or people you support don’t have to manage their Macs as much.

• https://support.apple.com/guide/mdm/welcome/web
• https://www.apple.com/macos/server/
• https://www.fleetsmith.com/ or https://www.jamf.com/products/jamf-now/

Solution 2:

Brandon with JumpCloud here — if you're considering a small scale MDM deployment, JumpCloud is free for up to 10 users and 10 systems. We offer a policy to enable those screen recording permissions on Big Sur systems, detailed at https://jumpcloud.com/blog/macos-big-sur-screen-recording-policy. You can check us out at either https://www.jumpcloud.com/demo or https://console.jumpcloud.com/signup. We have a free education program at https://jumpcloud.com/university, and we have a free Slack workspace for our admins at https://join.slack.com/t/jumpcloudlounge/shared_invite/zt-esobabj4-Ytqy4ZSTo6ZONoALoGHAKA. Let me know if I can help with questions.