It should make you uncomfortable. By putting pressure directly on the police officer, you are also putting pressure on the rest of the chain, chief, council, mayor. By skipping over the thin blue line and allowing him to "Just follow orders" you open up a non-winnable blame passing game. You show up at the next scheduled town hall and the city council says you cannot come inside because of the coRonA, they do their legislating absent of your dissent, and you are told to eat cake. By putting pressure on the lowest arm of enforcement, they will get uncomfortable and put pressure on the chief, who then has to report back internally.

We the people no longer have a seat at the Mayors table. Our voice is no longer welcome in the city council, the police chief is always arrogant and brash, letting us all know they know better how to enforce rules than we know how to follow them. The only way in peacefully right now is to return pressure through the enforcement, which then put pressure on the structure from the inside.