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70% of AI pilots never reach production. I help you be the 30% that ships.

How I Help

  • AI Strategy Sprint
  • Pilot to Production
  • Production AI Systems
  • AI Development Training
  • EU AI Act Compliance
  • AI Agent Development
  • Cybersecurity for AI
  • AI for Cybersecurity
  • Industrial AI
  • Physical AI
  • Software-Defined Transformation
  • AI Tech Due Diligence
  • Startup-to-Scale
  • Red Team Due Diligence
  • AI Moat Forensics
  • Portfolio Value Engine
  • Technical Co-Founder Sprint
  • Investor Narrative Engineering
  • Series A War Room
  • Continuous Tech Monitoring
  • Exit Readiness
  • Post-Merger Tech Integration
  • Idea-to-MVP Sprint
  • Fundraising Tech Prep
  • SOC 2 Fast-Track

Company

  • The Hyperion Difference
  • Mohammed Cherifi
  • Work
  • Insights
  • Contact
  • Auralink SDC

Connect

  • contact.nospam@hyperion-consulting.iocontact at hyperion-consulting dot io
  • 126 Avenue du General Leclerc
    92100 Boulogne-Billancourt
    France

The 30% Report

70% of AI pilots never reach production. Get the playbook for the 30% that does.

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Strategic coaching tool

21 Powerful Questions for Business Strategy

ICF-certified coaching questions that unlock strategic clarity. Use these in board meetings, strategy sessions, and 1-on-1s. The right question asked at the right time changes everything.

21
Curated questions
ICF
Certified methodology
Board
Meeting ready
Coaching
Strategic tool
ICF-certified methodology
Used by executive coaches worldwide

Download Questions Guide

PDF • 21 questions • Instant download

By downloading, you agree to receive occasional insights about coaching and strategy. Unsubscribe anytime.

4 Question Categories

Each category serves a different purpose in the strategic conversation. Master all four to unlock breakthrough thinking.

Vision Questions

5 questions

  • “If you could wave a magic wand, what would your business look like in 3 years?”
  • “What would you attempt if you knew you could not fail?”
  • “What legacy do you want this company to leave?”
  • + 2 more in the full guide

Challenge Questions

5 questions

  • “What is the real problem behind the problem you just described?”
  • “What assumption are you making that might not be true?”
  • “What would happen if you did nothing about this?”
  • + 2 more in the full guide

Decision Questions

5 questions

  • “What would you decide if you had all the information?”
  • “What is the cost of not deciding right now?”
  • “If you had to choose one priority and drop everything else, what would it be?”
  • + 2 more in the full guide

Accountability Questions

6 questions

  • “What will you commit to doing before our next session?”
  • “On a scale of 1-10, how committed are you to this? What would make it a 10?”
  • “What support do you need to make this happen?”
  • + 3 more in the full guide

Why This Matters Now

Leaders spend most of their time giving answers. The best leaders spend most of their time asking questions. A powerful question can collapse weeks of debate into a single moment of clarity.

The ICF coaching approach

  • • Open-ended: Every question creates space for new thinking
  • • Forward-focused: Questions point toward action, not blame
  • • Challenging: They surface assumptions and blind spots
  • • Empowering: They put ownership back on the person answering

These 21 questions are curated from hundreds of coaching sessions with CEOs, founders, and executive teams. Print them, keep them on your desk, and use them in every strategic conversation.

Want a Coach in Your Corner?

Questions are the beginning. Our Coaching service provides a dedicated thought partner who asks the right questions at the right time and holds you accountable to the answers.