He actually made that point on Rogan's podcast, referencing Nassim Taleb:

"I am, at the Fed level, libertarian; at the state level, Republican; at the local level, Democrat; and at the family and friends level, a socialist."

Unfortunately that's self-serving nonsense. You're either context-aware or you're not. If you're trying to cherry pick the levels at which you're context-aware, it means you're not context-aware at all.

The more complex social contexts don't stop operating just because you don't believe in them.

He's literally saying it depends on the context. That's the definition of being context-aware.

He is being context-aware. He is pointing out that as the size of the group increases the complexity of the system also increases while accountability decreases.