NextGov has a nice summary article on President Obama's cybersecurity legacy. [Full disclosure: I was interviewed for and quoted in the article]. Here is the intro:
The Obama administration made an unprecedented all-fronts effort to secure cyberspace. So, why are we less secure? For eight years, cyberspace proved the Obama administration’s most unpredictable adversary, always twisting in new directions and delivering body blows where least expected. The administration took the cyber threat seriously from day one, launching reviews, promulgating policy, raising defenses and punishing cyberspace’s most dangerous actors. That included imposing sanctions against Russia and North Korea and indicting government-linked hackers from China and Iran. But, in the end, cyberspace won.