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CRLIVE47 Microsoft Ignite 2025: The evolution and future of Co-pilot(s) with Rob Cromwell, Microsoft

Nov 19, 2025
Rob Cromwell, Corporate VP of Copilot Engineering at Microsoft AI, shares insights into the evolution of Copilot. He discusses his journey from Inflection to Microsoft and highlights three key chapters of Copilot's development. Rob emphasizes a humanist approach to AI, focusing on user alignment and personalization. He reveals innovative capabilities, such as AI aiding in debugging, and discusses the convergence of consumer and enterprise AI experiences. Trust and responsibility in AI product development are also underscored, along with intriguing design inspirations.
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ANECDOTE

From Startup Pi To Microsoft Copilot

  • Rob Cromwell described joining Microsoft after Inflection where he worked on Pi and foundation models.
  • He was absorbed into Microsoft about 18 months ago and has led Copilot engineering since then.
INSIGHT

Three Chapters Of Copilot Development

  • Copilot's engineering journey had three chapters: rebuild the stack for performance, catch up with rivals, then differentiate for consumers.
  • Speed, accuracy and a delightful interface were core focus areas in the initial rewrite shipped in October.
INSIGHT

Humanist Design Over Pure Utility

  • Rob frames Copilot as a humanist AI and an AI companion aligned with users' interests rather than a pure productivity tool.
  • Design choices—voice, personality, interface—aim to make interactions feel familiar and supportive.
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