Top 25 Questions Big-Company Executives Keep Asking About Enterprise AI Transformation
vasuman · x · 2026-10-03
Vasuman, founder of AI consultancy Varick, compiled the 25 questions the world's largest C-Suite executives ask most about enterprise AI transformation — a snapshot of real corporate pain points:
- Strategy & org: Are AI transformation firms more like McKinsey or Palantir? Should AI be owned by IT or the business? Do we really have to train all 10,000 employees?
- Adoption struggles: We rolled out Copilot to everyone — why hasn't it changed anyone's week? Why did our last pilot die in POC purgatory?
- Agents: How do we let everyone build agents without agent sprawl? Who owns the agents you build for us? What does maintenance look like in 6 months? Can agents run inside our ERP?
- Cost & ROI: Why are token costs increasing? Is AI really cheaper than hiring another person? Do you mean headcount when you say ROI? How long until we see ROI?
- Process & data: Which workflow should we AI-enable first? Which steps must stay human? Our process docs don't match what teams actually do — how do you know what to automate? Do we need to clean our data first?
- Tech & far future: Which models should we use and what happens when they're deprecated? Will our data leave our environment? If AGI arrives tomorrow, where should we point it?
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