‘Why Cybersecurity Fails in America’

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Robert F. Kennedy once said, “Only those who dare to fail greatly can ever achieve greatly.” 

Another inspirational quote on the topic of failure comes from best-selling author Denis Waitley: “Failure should be our teacher, not our undertaker. Failure is delay, not defeat. It is a temporary detour, not a dead end. Failure is something we can avoid only by saying nothing, doing nothing, and being nothing.”

I have been fascinated by this topic of studying failures in careers, and especially cybersecurity leadership decision-making, ever since I became a state government CISO in 2002.


Why?

I’ve had plenty of failures in my career. In fact, I wrote a piece for CSO Magazine in January 2006 entitled “Are You the Party Pooper?” because (as I wrote at that time) “I learned that many internal customers thought of me as the party pooper. I was the guy who always said, ‘no.’”

Those early CISO mistakes almost cost me my job, but they also taught me many valuable lessons on how to lead, build a team, mentor others and much more.

Fast forward to December 2023, and Carter Schoenberg, a friend and respected…

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