Archive - Margin of Safety

May 2025

Margin of Safety #15: Klarna – What Happened?

Klarna rolls back AI and brings back humans. Why?

May 27 •

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Margin of Safety #14: Battle of the CISO vs CIO

The tension between CISOs and CIOs stems from conflicting mandates—security vs. uptime or new capabilities

May 20 •

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Margin of Safety #13: Post-AI Security

Is AI changing cybersecurity? Yes, for both defenders and attackers

May 13 •

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Margin of Safety #12 – 2025 RSA Takeaways

Kathryn and I both spent the better part of last week at RSA. We will cover our three biggest takeaways: 1) Chainguard 2) AI fluff and 3) Wiz-ification.

May 6 •

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April 2025

Margin of Safety #11: Rethinking Workflows in the Age of AI Native

As AI drives down the cost of creation and analysis, the next wave of innovation will come from reimagining entire workflows

Apr 22 •

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Margin of Safety #10: Llama 4 Looked Great on the Leaderboard. Why Doesn't It Always Feel That Way?

Llama 4 shows the gap between benchmark success and real-world utility

Apr 15 •

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Margin of Safety #9: MCP, USB for AI or Trojan Horse for Security?

The future of AI integration is here—and it's as risky as it is powerful

Apr 9 •

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Margin of Safety #8: AI Might Not Be Coming For Your Job

The Economics of AI Disruption

Apr 1 •

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March 2025

Margin of Safety #7: The Next Big Thing in AI - What Comes After Automation?

AI’s biggest opportunity isn’t just automating human tasks but creating entirely new, AI-native experiences that unlock possibilities previously thought…

Mar 18 •

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