I miss his old work, when it was focused more on pop-culture, and less on idealism, and politics. The podcast was going really well but as soon as he started going off on politics I lost interest really quick.
His ideas on satire are extremely valuable IMO, explicitly because of the political nature of his arguments. It critiques the inability of modern social systems inability critique those in power, and skillfully intermixes the politics of the time to enhance his point (that part about A Wonderful Country is beautiful, how an extremely political point can be made through satire, leagues beyond SNL)
See https://en.wikipedia.org/wiki/Broken_windows_theory
It is also known as stop and frisk. This type of policing has also been adopted to traffic stops as well and arguably has lead to warrior cop policing.
Gladwell discusses the implications of this in Talking to Strangers.
So if you want a perspective on guns, gun violence, policing from the 1970s until today, I recommend it.