Apr 25, 2025

CEO AI Readiness: 10 Questions Boards Will Ask in 2025

🎯 CEO AI Readiness: 10 Questions Boards Will Ask in 2025 📈 (Curious... if they aren't asking... why not?)

As we navigate GenAI, many boards are demanding clear vision and strategic thinking. Here are the 10 essential questions every CEO must be prepared to answer:

1. What is our narrative around AI — internally and externally — and does it inspire trust and clarity? 📢 Are we communicating AI’s role with transparency, urgency, and purpose?

2. Are we treating AI as a strategic advantage — or just a tactical tool? ⚡ Are we playing offense — rethinking how we compete — or just optimizing what exists? How has AI changed our strategy in the last year? (if it hasn't... why?)

3. How are we prioritizing AI initiatives — and what are we deliberately choosing not to pursue? 🎯 Focus matters. What gets attention, investment, and speed — and what doesn’t?

4. How will our business model be disrupted by startups or tech-native competitors using AI? 🔄 Where are we most vulnerable to reinvention or disintermediation?  

5. 💥 How will our customers’ needs evolve as AI transforms their industries and expectations? 👥 Are we actively helping them evolve — or waiting to be asked?

6. What is our AI strategy, and how does it align with our overall business objectives? 🧩 Is AI built into our roadmap for growth, differentiation, and innovation? How does it compare to our competition?

7. How are we using AI today, and what measurable value is it delivering? 📊 Can we clearly show how AI is impacting revenue, margin, or time-to-market?

8. What’s our plan for up-skilling the workforce and integrating AI into how people work? 🧠 Are we creating fluency, reducing fear, and designing AI into roles and workflows? How do our leaders using AI?

9. How are we evaluating both AI vendors and individuals we hire into AI-influenced roles? 🔍 Do we know how to assess value, fluency, and fit — in both tech and talent?

10. What are we doing today to ensure we’re not just adapting to AI — but actively shaping our industry’s future with it?

🌟 Are we defining the curve, or chasing it?CEOs who can confidently address these questions in 2025 won’t just satisfy their boards—they’ll lead their organizations to thrive.

📈 What questions would you add to this list?

Carl Miller
Ratings
carl-miller

Head of AI @ The GRIN Labs

AI transformation leader and change strategist helping businesses align AI with strategy. Head of AI at GRIN Labs, ex-SVP at Nuvei, GRIN co-founder, and certified coach focused on sustainable adoption

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