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Heavy Strategy

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Technology

Latest episode

126 episodes

HS125: How to Choose an IT Hiring Service
24/02/2026 | 33 mins.
Every employer knows to conduct background checks. However, conducting background checks on IT professionals requires an extra layer of verification, given the privileged access they typically have to IT systems and tools. Moreover, in this AI era, background checks need to be deeper and more effective than before–in the past we didn’t need to verify... Read more »
HS124: Administration DDoS on AI Regulation
10/02/2026 | 43 mins.
The recent U.S. Executive Order 14365, Ensuring a National Policy Framework for Artificial Intelligence, is the administration’s latest attempt to prevent the enforcement of most of the AI laws passed in individual US states. Because it is only an executive order (EO), it cannot directly nullify, supersede, forestall, or put a pause on state-level laws.... Read more »
HS123: What Can You Stop Worrying About in 2026?
27/01/2026 | 31 mins.
Are there some things that can come off your strategic planning radar for IT and cybersecurity in 2026? If you ask AI, you’ll get some surprising answers. Johna and John take a critical look at this AI-generated list to see which ones may or may not be “solved enough” to fall off the strategic planning... Read more »
HS122: Insider Threats in the Age of AI
13/01/2026 | 33 mins.
Leaders may shy away from thinking about insider threats because it means assuming the worst about colleagues and friends. But technology executives do need to confront this problem because insider attacks are prevalent—a recent study claims that in 2024, 83% of organizations experienced at least one—and on the rise. Moreover, AI and deepfakes vastly enhance... Read more »
HS121: Digital Security Teammates: From Fantasy to Operational Reality (Sponsored)
16/12/2025 | 32 mins.
Your next security teammate might not be a traditional hire — it could be a Digital Security Teammate (DST),” says Secure.com CEO Uzair Gadit. In this sponsored episode, Uzair explains the concept of a DST and how it differs from an AI SOC. He highlights the operational and business benefits of deploying DST, including improved... Read more »

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About Heavy Strategy

From technology to workplace culture, from geopolitical trends to economics, Heavy Strategy debates pivotal questions in enterprise IT. Hosts Johna Till Johnson & John Burke bring their technical expertise, analytical acumen, and contrasting viewpoints to discuss complex topics of interest to IT leaders. Frequently irreverent and always thought-provoking, these are the conversations you wish you could have at the leadership table. Tune in and join the think tank, where unanswered questions are better than unquestioned answers.

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