Open-Weight AI Models Fail the Jailbreak Test

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Cisco’s State of AI Security report found that open-weight AI models are highly vulnerable to multi-turn jailbreak attacks, with a 92.78% success rate. These attacks, which use iterative prompts to bypass content filters, highlight the need for improved AI security measures. The report also emphasizes the risks associated with excessive agency in AI systems, particularly when they are granted broad autonomous authority over tools and data.

https://www.databreachtoday.com/open-weight-ai-models-fail-jailbreak-test-a-30823

The Biggest AI Fails of 2025: Lessons From Billions in Losses

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2025 saw significant AI failures despite high global spending. Major examples include Volkswagen’s Cariad, which incurred $7.5 billion in losses from a rushed transformation and poor integration, and Taco Bell's AI, which faced public ridicule and operational chaos due to edge case mishandling. Other notable failures include Google’s AI producing false information, a $25 million deepfake scam at Arup, and issues leading to class-action lawsuits against UnitedHealth. Common lessons highlight the importance of starting small, ensuring human oversight, and auditing AI vendors for security. Businesses need to learn from these mistakes to implement AI effectively without repeat failures.

https://www.ninetwothree.co/blog/ai-fails

Building Pro-worker AI

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Brookings identifies AI's potential to enhance worker capabilities through pro-worker technologies, categorizing them into five types: labor-augmenting, capital-augmenting, automating, expertise-leveling, and new task-creating technologies. While new task-creating tech is clearly beneficial for workers, automating tech is not. Pro-worker AI is underdeveloped due to firms prioritizing automation for economic returns. To promote pro-worker AI, policies should focus on health care and education, foster competition, encourage worker input, and create a supportive legal environment for worker ownership of skills.

https://www.brookings.edu/articles/building-pro-worker-ai/

The CISO Diaries February 2026 Report: The Security Priorities That Actually Move The Needle

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CISO Diaries February 2026 report emphasizes evolving security priorities: trust shifts from perimeters to identity, supply chain risks now central, AI enhances integrity checks, response speed is crucial, and fundamental controls yield high returns. Security culture and incentives matter, while security teams increasingly oversee automation. Future focus: reducing reliance on perimeter defenses and manual operations.

https://cisowhisperer.com/the-ciso-diaries-february-2026-report-the-security-priorities-that-actually-move-the-needle/

How CIOs Connect Security, Cost, And Value To The Board

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CIOs prioritize connecting security, cost, and value to board discussions. Key strategies include:

  1. Positioning cybersecurity as a resilience platform with measurable metrics.
  2. Enhancing IT spend transparency to facilitate value conversations.
  3. Redesigning governance to integrate discussions on security, cost, and value cohesively.

These approaches foster coherence in technological investments and improve decision-making efficacy across organizations.

https://www.forrester.com/blogs/how-cios-connect-security-cost-and-value-to-the-board/

What CIOs Are Doing To Evolve Operating Models And Talent

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CIOs are evolving IT operating models and talent amid hybrid structures, cost constraints, and legacy systems. Three key initiatives emerge: 1) shifting to co-owned platform models integrating business and tech, 2) bolstering architecture and portfolio management for informed decision-making, and 3) rebalancing talent towards AI and modern skills. These efforts aim to turn strategy into measurable business outcomes while adapting to technological demands. The final part of the series will discuss connecting security, cost, and value to executive stakeholders.

https://www.forrester.com/blogs/what-cios-are-doing-to-evolve-operating-models-and-talent/

How CIOs Are Strengthening Data And AI Foundations

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CIOs focus on data and AI initiatives, emphasizing shared data platforms, adopting data as a product, and creating AI enablement programs. Organizations cultivate data backbone systems for analytics, enhance governance, and ensure safe AI deployment with internal guidelines, aiming to address trust and compliance concerns while promoting a culture of data literacy. Future discussions will explore operational models and team structures tied to these transformations.

https://www.forrester.com/blogs/how-cios-are-strengthening-data-and-ai-foundations/

What CIOs Are Doing To Modernize Fragile Cores

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CIOs are modernizing fragile core systems through structured cloud migrations, application portfolio rationalization, and protecting legacy systems while improving surrounding architecture. Key themes from recent discussions include the need for deliberate migration strategies, reducing redundant systems, and evolving operations to better integrate data and AI. Future posts will address data-focused initiatives in tandem with modernization efforts.

https://www.forrester.com/blogs/what-cios-are-doing-to-modernize-fragile-cores/

Managing the New Blend of Human and Virtual “Co-Workers”

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HR leaders must adapt to a workplace increasingly comprising human and AI collaboration. Key trends identified by Gartner for 2026 include challenges like layoffs due to anticipated AI productivity that hasn’t been realized yet, the need to protect employee mental well-being in the AI landscape, and managing “workslop” caused by poor-quality AI outputs. Additionally, there’s a focus on improving recruiting methods to combat candidate fraud, addressing insider threats amid AI advancements, supporting transitions to trades from tech roles, and ensuring processes are optimized by creative thinkers, not just tech experts. Lastly, employees may demand compensation for training AI counterparts modeled after themselves.

https://www.latimes.com/b2b/human-resources/story/2026-02-22/2026-future-of-work-trends-hr-leaders

Skills Are Evolving Too Quickly for Current Training Cycles, Report Says

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IT skills are evolving rapidly, outpacing traditional training cycles, according to Info-Tech Research Group. IT workers' roles change every 18 months, but learning is often viewed as a benefit rather than essential. Many organizations treat training as a perk, leading to skill gaps. To stay relevant, learning must be integrated into daily operations. Workers express that training opportunities impact job retention positively.

https://www.ciodive.com/news/learning-skills-evolving-training-cycles-it-info-tech/812628/

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