Realistically, there is only a trivial pure security difference between logging in directly to root vs sudo set up to allow unrestricted NOPASS access to specific users: the attacker might not know the correct username when trying to brute force. That doesn’t matter in the slightest unless you have password auth enabled with trivial passwords.
But there is a difference in the ability to audit what happened after the fact if you have any kind of service storing system logs remotely or in a tamper-proof way. If there’s more than one admin user on a service, that is very very important. Knowing where the compromise happened is absolutely essential to make things safe.
If there’s only ever going to be one administrative user (personal machine), logging in directly as root for manual administrative tasks is fine: you already know who the user is. If there’s any chance there might be more administrative users later (small but growing business), you should consider doing it right from the start.
Well, my recommendations for anything semi-automated would be Ansible and Fabric/Invoke. Fabric is also a Python tool (though it’s only used on the controlling side, unlike Ansible), so if that’s a no-go, I’m afraid I don’t have much to offer.