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Episode Summary:
In this episode of Automate or Die Trying, host Wil Ramos sits down with Joshua Copeland, CISO, Professor, Best-Selling Author, Speaker, Startup Advisor, and Board Member, also widely known as the #UnpopularOpinionGuy in cybersecurity.
Joshua shares his 25-year journey across military, federal, state, and commercial cybersecurity environments, from Air Force communications and nuclear cybersecurity missions to leading enterprise security programs and advising startups and boards. He explains how operating in zero-fail military systems shaped his philosophy around resilience, accountability, and building fearless teams.
The conversation dives into what actually makes security programs effective, why many organizations confuse compliance with security, and how automation and AI should be used to eliminate noise, not judgment. Joshua challenges industry norms around certifications, vanity metrics, and tool sprawl, arguing that resilient systems are built on strong foundations, clear ownership, and empowered people.
Finally, Joshua offers practical advice for CISOs and technology leaders navigating rapid change, emphasizing business alignment, human-centered security, and leadership courage over checkbox security theater.
Key Takeaways:
Golden Nugget:
“The next tool won’t save you. Resilient systems are built by people who understand risk, own outcomes, and aren’t afraid to challenge bad assumptions.”
Connect with Joshua Copeland:
Listen Now & Subscribe:
Apple Podcasts, Spotify, Amazon Music, or find us wherever you get your podcasts.
Powered by cybersecurityprivacy.com
Automate or Die Trying empowers leaders to adopt AI securely, move faster with confidence, and transform the future of work.
By Wil RamosEpisode Summary:
In this episode of Automate or Die Trying, host Wil Ramos sits down with Joshua Copeland, CISO, Professor, Best-Selling Author, Speaker, Startup Advisor, and Board Member, also widely known as the #UnpopularOpinionGuy in cybersecurity.
Joshua shares his 25-year journey across military, federal, state, and commercial cybersecurity environments, from Air Force communications and nuclear cybersecurity missions to leading enterprise security programs and advising startups and boards. He explains how operating in zero-fail military systems shaped his philosophy around resilience, accountability, and building fearless teams.
The conversation dives into what actually makes security programs effective, why many organizations confuse compliance with security, and how automation and AI should be used to eliminate noise, not judgment. Joshua challenges industry norms around certifications, vanity metrics, and tool sprawl, arguing that resilient systems are built on strong foundations, clear ownership, and empowered people.
Finally, Joshua offers practical advice for CISOs and technology leaders navigating rapid change, emphasizing business alignment, human-centered security, and leadership courage over checkbox security theater.
Key Takeaways:
Golden Nugget:
“The next tool won’t save you. Resilient systems are built by people who understand risk, own outcomes, and aren’t afraid to challenge bad assumptions.”
Connect with Joshua Copeland:
Listen Now & Subscribe:
Apple Podcasts, Spotify, Amazon Music, or find us wherever you get your podcasts.
Powered by cybersecurityprivacy.com
Automate or Die Trying empowers leaders to adopt AI securely, move faster with confidence, and transform the future of work.