How many planes land at LGA in the middle the night?
One controller overnight is completely reasonable.
So if said controller has a medical episode?
“If we remove regulation and safety controls, things will be safer because everyone will be more careful.”
Ever?
Any system that requires perfect performance from any one human will fail.
I think the better question is how you get a system in which people are only responsible for any one facet to get the same performance out of people that a painter can get out of himself when he's setting up his own ladder that he personally has to climb on.
Mandatory scaffolding for roofing contractors would save some amount of deaths/injuries (and the related expenses) but add expenses to each job.
Some roofing firms refuse to operate without scaffolding; you pay for it or you find someone else.
A painter who does a bad job setting up a ladder is going to have a bad time, a lone ATC operator having a heart attack potentially puts multiple large aircraft full of people in danger...
In practice? It depends. Delays have a tendency to cascade in the air travel system and the Port Authority can curtail or cancel the curfew at their discretion. How frequently do exceptions to normal ops have to happen for it to be unreasonable to use "normal ops traffic" as a justification for scheduling a single controller? Ultimately, controllers have to control the traffic that they get, not the traffic that they want/expect to get, and a system that is overly optimized becomes brittle and unable to deal with exceptions to the norm.
How many fatal accidents are reasonable in your opinion?
Do you really think it's appropriate to have zero margin for handling unusually high ATC workloads? Because we just saw what happens when you have zero margin for handling unusually high ATC workloads: people start dying.