In scenario 1, you do not gate access via VPN. Things are accessible via the public internet.
In scenario 2, you do gate access via VPN. Things are not accessible via the public internet. Someone compromises the VPN. They now have as much access as if there was no VPN and things were accessible to the public internet.
In scenario 2, you are more secure than in scenario 1 until the VPN is compromised. You are then just as secure as you were in scenario 1.
If you are not restricting access to a VPN in the first place, how would compromising a theoretical VPN result in greater access?
Of course if the setup is VPN -> firewall -> SSH to make sure only the SSH is exposed through VPN, then I agree you'd be more secure with VPN+SSH.
In the discussion we're having, we're going from a setup where there is no equivalent to a private network because everything is public, to having a private network that only allows you access to the things that were previously public.
So either only SSH is exposed to the public, or only VPN is exposed. Without an additional firewall after the VPN, how is my LAN more protected with the VPN vs SSH?
With your configuration, all that needs to exist is an SSH 0 day to gain access to the server. With a VPN, they need that AND a 0 day for the VPN software to gain access to the server.
You can have a more complex setup with a VPN, but that isn't the discussion here - the discussion is securing SSH. If you want to provide VPN access to an array of other services, or as access to a corporate LAN or similar, then that's another conversation that has to involve the specifics of those services and that configuration. It's not what is being recommended here.
To gain access to the server via SSH they now need both a way in to the VPN and a way in to SSH, vs. just needing a way in via SSH.
It doesn't do much if someone just gives up the keys for the VPN and SSH, but it would mean that you would need two simultaneous exploits for the VPN and SSH to gain access.