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Articles by Diego Rosenfeld

About Diego Rosenfeld

Diego leads RSM's technology advisory practice, focused on helping organizations build actionable IT roadmaps and navigate business transformation. Working across a broad range of industries, he brings both strategic perspective and hands-on experience to each engagement, frequently serving clients as a fractional or interim CIO.

Much of Diego's current client work centers on generative AI. He has developed a considered point of view on the subject: the organizations best positioned to benefit are those that approach adoption responsibly, thoughtfully sequencing initiatives across productivity improvement and process automation rather than pursuing speed at the expense of sound judgment. He works closely with leadership teams to develop AI strategies that are practical, governed, and built to last.

Diego is a strong proponent of OKR driven IT execution, applying structured objective-setting to align technology initiatives with broader business priorities. He pairs this with a focus on IT financial transparency, helping clients identify cost optimization opportunities and determine whether their technology investments are delivering measurable value.

Diego enjoys writing about emerging technology and is a regular speaker at webinars and live events, connecting the dots between strategy and real-world application.

Outside of work, Diego is an avid tennis and padel player, and competes on the American Backgammon Tour.

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AI for Life Sciences Leaders: Operational Continuity and Copilot for Microsoft 365

, Keith DePhillips - March 24, 2026

Life sciences companies are under pressure to move faster: accelerating research, streamlining clinical operations and improving collaboration across R&D, quality,...

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Why Radical Cost Transparency Is Now a CIO Imperative

- March 16, 2026

For years, CIOs have been asked a deceptively simple question: “Is our IT spending optimized?” In practice, it’s one of...

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AI in Banking: Why Copilot is the logical choice for Microsoft-centric institutions

- March 4, 2026

Banks aren’t debating whether generative AI belongs in the enterprise anymore. The real question has shifted to something much more practical and regulated: rrHow do we deploy AI in a way that fits our existing security, compliance and audit model?

Quarterly Business Reviews and OKRs

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Quarterly Business Reviews and OKRs

- November 13, 2024

Driving Business Impact in Managed IT Services  I’ve been working in the managed IT services field for the last 25...

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AI Copilots: From R2-D2 to Jarvis, How AI Technology is Transforming Our Digital Assistants

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AI Copilots: From R2-D2 to Jarvis, How AI Technology is Transforming Our Digital Assistants

- February 12, 2024

Welcome to the cutting-edge world of AI copilots, the latest innovation reshaping our interaction with technology in the workplace. These...

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2024 AI predictions

2024 AI predictions

- January 18, 2024

2023 was a landmark year that solidified generative AI’s place at the forefront of technological innovation. OpenAI, not one to...

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The Next Frontier in AI: From LLMs to ASI and the Role of Autonomous Agents in Business

The Next Frontier in AI: From LLMs to ASI and the Role of Autonomous Agents in Business

- November 21, 2023

The buzz around Artificial Super Intelligence (ASI), autonomous agents, and the impending arrival of GPT-5 signals a transformative period for...

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Navigating the New Frontier of AI Safety and the White House’s Executive Order

Navigating the New Frontier of AI Safety and the White House’s Executive Order

- November 15, 2023

Regulation of AI has been somewhat lax until now. In response to public and White House pressure, major AI companies...

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OpenAI’s DevDay Reveals a Future Shaped by Advanced AI: Unveiling GPT-4 Turbo and More

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OpenAI’s DevDay Reveals a Future Shaped by Advanced AI: Unveiling GPT-4 Turbo and More

- November 7, 2023

OpenAI, the innovative force behind ChatGPT, celebrated a significant milestone on November 6 by hosting its inaugural DevDay, headlined by...

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The Magical Parrot

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The Magical Parrot

- November 6, 2023

Demystifying the workings of large language models (LLMs) can be quite the conundrum. It’s all too easy to spiral into...

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