HeyJaredStephanie Overby
- Indexed articles, last 90 days
- 4
- Latest publication
- Sep 14, 2026
- Outlet visibility, for InformationWeek
- Top 5M sites
- Earliest in this view
- Jul 8, 2026
Latest articles
The multi-AI model stack is here. Now someone has to manage it (opens the original)
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CIOs using multiple AI models need clear rules on who selects which model for each task and how those decisions get remade as models and costs shift. At Deluxe, a Minneapolis-based payments and data company, a line of code never goes straight to an AI model. It's routed through a gateway, which decides which AI to send it to. Depending on which of the platform's 50-plus AI agents is doing the work, that gateway might route the request to GPT-5.6, Claude Opus, Claude Sonnet or to a model still be
CIOs can measure AI spend. Proving its value is the hard part (opens the original)
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CIOs can now track AI spending, but boards want proof of value. IT leaders offer advice on how to measure outcomes, not just token costs. Enterprises are pouring money into AI faster than they can prove it's working. Gartner's 2026 1H CIO Report found 83% of CEOs are increasing AI investment — yet 59% of AI initiatives never reach production. And 71% of the 11,000 CIOs surveyed said they struggle to prioritize AI use cases that will deliver measurable outcomes. Now the bills are coming due. Toke
AI coding's next CIO problem is bigger than productivity (opens the original)
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AI coding tools have gone mainstream. What matters for CIOs today isn't just speed but also how teams are built, how work is measured, and who trains the next generation of engineers. The numbers should trouble any CIO who approved an AI coding rollout expecting a productivity windfall. Some 84% of developers now use or plan to use AI tools, according to Stack Overflow's most recent published survey of more than 49,000 developers. Yet productivity gains have plateaued at about 10%, according to
Anthropic tops OpenAI: How CIO evaluate AI models (opens the original)
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The AI model race just flipped. CIOs explain how they are evaluating AI models, prioritizing security, integration and agentic readiness over benchmark rankings. Anthropic has captured the lead in U.S. enterprise AI adoption, securing 34.4% of the market compared with OpenAI's 32.3%, according to the Ramp 2026 AI Index in May. Among businesses adopting AI for the first time, Anthropic is winning roughly 70% of head-to-head matchups. "Anthropic won early with the people who were already trying AI
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