Jack Goldsmith and Stuart Russell just published an interesting paper, making the case that free and democratic nations are at a structural disadvantage in nation-on-nation cyberattack and defense. From a blog post:
It seeks to explain why the United States is struggling to deal with the "soft" cyber operations that have been so prevalent in recent years: cyberespionage and cybertheft, often followed by strategic publication; information operations and propaganda; and relatively low-level cyber disruptions such as denial-of-service and ransomware attacks. The main explanation is that constituent elements of U.S. society -- a commitment to free speech, privacy and the rule of law; innovative technology firms; relatively unregulated markets; and deep digital sophistication -- create asymmetric vulnerabilities that foreign adversaries, especially authoritarian ones, can exploit. These asymmetrical vulnerabilities might explain why the United States so often appears to be on the losing end of recent cyber operations and why U.S. attempts to develop and implement policies to enhance defense, resiliency, response or deterrence in the cyber realm have been ineffective.
I have long thought this to be true. There are defensive cybersecurity measures that a totalitarian country can take that a free, open, democratic country cannot. And there are attacks against a free, open, democratic country that just don't matter to a totalitarian country. That makes us more vulnerable. (I don't mean to imply -- and neither do Russell and Goldsmith -- that this disadvantage implies that free societies are overall worse, but it is an asymmetry that we should be aware of.)
I do worry that these disadvantages will someday become intolerable. Dan Geer often said that "the price of freedom is the probability of crime." We are willing to pay this price because it isn't that high. As technology makes individual and small-group actors more powerful, this price will get higher. Will there be a point in the future where free and open societies will no longer be able to survive? I honestly don't know.
EDITED TO ADD (6/21): Jack Goldsmith also wrote this.