Speaking
Executive Briefings · Workshops · Advisory · Guest Lectures · Keynotes
Rule 30’s work draws on a decade of coaching executives through AI adoption from inside one of the world’s most disciplined software organisations.
Whether your interest is navigating AI disruption or the capital allocation and organisational design principles behind Constellation Software’s growth, the starting point is the same: what actually works inside real organisations.
Book an Executive Briefing →Engagements
Executive AI Briefing
For leadership teams of up to 10. Where your business stands in the AI landscape, what it means for your sector, and three decisions to make now.
AI Evolution Workshop
A working session for leadership teams and senior cohorts. AI readiness, use-case prioritisation, and how to avoid the most expensive mistakes.
Strategic Decision Review
Before committing to a major direction or investment, an independent read from someone who has seen how these decisions play out inside real organisations.
Quarterly AI Intelligence Briefing
Ongoing strategic intelligence for CEOs and boards. What has changed, what it means for your business, and what to do about it.
Advisory Retainer
On-call strategic support for organisations in active AI transition: vendor assessment, board preparation, and AI decision review.
Topics
AI Strategy & Adoption
- The 88% Problem Why most organisations report no meaningful bottom-line result from AI — and the structural shift that separates the ones that do.
- From Chatbots to Agents What the shift to agentic AI means for your business, your workforce, and your risk exposure — and what to hand off versus what to keep human.
- Where to Start (and What to Leave Alone) A framework for identifying the highest-ROI AI opportunities and the costly initiatives to avoid entirely.
- Shadow AI Is Already in Your Building Why restrictive AI policy doesn’t stop adoption — it drives it underground — and what a better strategy looks like.
- The Arc of AI Understanding where current capabilities came from — and the trajectory they’re on — gives leaders a framework for interpreting what’s next and staying meaningfully informed.
Business & Organisational Design
- Capital Allocation Discipline Applying investment rigour to AI initiatives — the same framework used at Constellation Software to allocate capital across 1,000+ acquisitions.
- Scaling Without Bureaucracy How to grow a business without the management bloat that kills speed and culture in most organisations.
- The Earned Secret How deep domain expertise becomes a defensible competitive advantage — and why AI amplifies it rather than erasing it.
- The Boring AI Playbook Why the highest-ROI AI use cases almost never make headlines — and the discipline required to find and fund them.
- The Illusion of Mastery How survivorship bias distorts business strategy — and why the best decision-makers build systems that work even when they’re wrong.
Universities & Conferences
Rule 30 accepts a small number of guest lecture invitations each year for university programmes and industry conferences. If you are building a curriculum or event programme around AI strategy, business model resilience, or organisational design — get in touch to discuss fit and availability.
Invitations are accepted on a limited basis.
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