I Don’t Like Passkeys

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Ethan Hawksley critiques passkeys, highlighting that while they offer strong protection against phishing and server breaches, they pose significant risks for personal users, particularly around account lockout and recovery challenges. He points out limitations in hardware keys, reliance on operating system account syncing, fragmented third-party manager support, and usability issues on non-personal devices. Hawksley concludes that passkeys are better suited for enterprise environments and that current alternatives like password managers combined with TOTP remain more practical for individual users.

https://hawksley.dev/blog/i-dont-like-passkeys

Digital Transformation Fails Without This Culture Shift

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Akio Ueda argues that successful digital transformation hinges not on technology but on fostering a culture of psychological safety where employees feel secure to take risks and learn from failure. He emphasizes that building a learning organization with supportive relationships, ongoing challenge, and innovation enables continuous adaptation and growth in a rapidly changing AI-driven era. Strategic top-down and bottom-up efforts to embed this positive culture can transform DX into a sustainable competitive advantage.

https://www.cio.com/article/4222873/digital-transformation-fails-without-this-culture-shift.html

AI Failures Are Inevitable. So Is the CIO Getting Blamed.

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CIOs are increasingly held accountable for AI failures within their organizations, despite often lacking control over AI vendor selection or visibility into AI agent actions. This accountability gap highlights the urgent need for stronger AI governance frameworks, shared organizational responsibility, and automated controls to manage AI risks effectively. Experts emphasize that while CIOs should lead AI governance efforts, responsibility must be clearly distributed to avoid unsustainable blame on IT leaders alone.

https://www.cio.com/article/4222997/ai-failures-are-inevitable-so-is-the-cio-getting-blamed.html

3 Best Practices to Bridge the AI Strategy and Governance Divide

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To bridge the divide between AI strategy and governance, organizations should first move risk tiering upstream by integrating risk assessment into early portfolio and funding decisions to avoid costly oversight later. Second, CIOs should focus on owning observability by building transparent AI inventories and telemetry systems that assign clear accountability to business units rather than IT alone. Third, making technical governance artifacts part of the AI platform—rather than standalone policies—ensures governance is embedded in operational systems, promoting scalable oversight aligned with business objectives.

https://www.cio.com/article/4214897/3-best-practices-to-bridge-the-ai-strategy-and-governance-divide.html

AI Is Now Leading Driver of New Cybersecurity Spending

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Artificial intelligence has become the primary driver of new cybersecurity spending, with about 70% of chief information security officers prioritizing AI investments for automating security operations and enhancing identity and access management. Despite overall security budgets growing modestly by 5%, AI-related spending is reshaping strategies as organizations adopt AI to detect software flaws and threats, while expecting it to create new cybersecurity roles rather than reduce headcount.

https://www.cybersecuritydive.com/news/ai-leading-driver-cybersecurity-spending/830418/

The Rise of the AI Operating Executive

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Marianne Johnson, EVP and chief product and technology officer at Cox Automotive, is pioneering a unified leadership model that integrates product, technology, data, AI, engineering, and cybersecurity to accelerate AI-driven business transformation. She emphasizes the need for multidisciplinary leadership capable of managing rapid change, promoting alignment, and reimagining roles to operationalize AI safely and at scale. Johnson advocates for leaders to develop AI fluency and adaptability to sustain competitive advantage amid evolving technologies and organizational structures.

https://www.cio.com/article/4217281/the-rise-of-the-ai-operating-executive.html

How to Test IT Job Candidates in the Era of AI

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With AI enabling candidates to complete take-home coding tests without demonstrating true skills, IT hiring is shifting toward live coding assessments, pairing sessions, and paid trials that better evaluate problem-solving and communication in real time. Some organizations are redesigning take-home tests to include large, complex codebases that require candidates to understand and modify existing code, reflecting real-world challenges and limiting AI shortcuts. These approaches help employers more accurately assess technical competence and collaborative abilities in an AI-influenced hiring landscape.

https://www.itbrew.com/stories/how-to-test-it-job-candidates-in-the-era-of-ai

Business Security Is a Myth. Here’s Why Only the Paranoid Survive.

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The article argues that true business security is unattainable, and the greatest threat to a business is stasis rather than vulnerability. It emphasizes that businesses should prioritize agility and constant adaptation over attempts at static security, suggesting that only those organizations maintaining a paranoid, vigilant mindset can survive in a rapidly changing environment.

https://www.entrepreneur.com/building-a-business/business-security-is-a-myth-heres-why-only-the-paranoid-survive

Most People Who Quit M365 for Google Do It Out of Spite, but There’s No ROI in That

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Gartner analyst Domenico Scriva argues that most organizations switching from Microsoft 365 to Google Workspace do so out of spite rather than financial benefit, as the total cost of Google’s suite—including add-ons for telephony, security, and business intelligence—often exceeds Microsoft’s pricing. He also highlights that migrating between these ecosystems involves significant complexity and training expenses, suggesting that organizations should plan migrations carefully and define clear business outcomes. Scriva predicts AI-driven productivity tools will soon transform these suites more fundamentally than current alternatives.

https://www.theregister.com/saas/2026/09/15/most-people-who-quit-m365-for-google-do-it-out-of-spite-but-theres-no-roi-in-that/5296460

Five Questions CIOs Need to Answer Before AI Moves to Production

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Before deploying AI into production, CIOs should ask critical questions about data quality and governance, integration with existing IT infrastructure, and the scalability and reliability of AI models. They must also evaluate security and compliance implications and ensure alignment with business objectives to maximize AI's operational impact. Addressing these factors helps organizations manage risks and achieve effective, sustainable AI adoption.

https://www.genpact.com/insight/five-questions-cios-need-to-answer-before-ai-moves-to-production

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