CSO In-Person Roundtable & Networking - London 2026

We've grown our informal London CSO happy hour into something a little bigger: a roundtable and networking afternoon for Outthinker members across Europe and beyond. Join fellow heads of enterprise strategy for a candid exchange of ideas and plenty of networking time. Agenda   Nov 3 – Wallacespace Spitalfields (Jackson Room) 2:00–2:30 PM – Welcome and introductions 2:30–3:45 PM – Caroline Webb on Leadership Intelligence 3:45–5:00 PM – Phil Le-Brun on Becoming the Octopus Organization 5:00–6:00 PM – Rapid-Round Challenge Forums 6:00–7:30 PM — Networking, drinks and canapés What to Expect In-person roundtables are facilitated by Kaihan Krippendorff, Founder of Outthinker, Wharton Senior Fellow, podcast host, and top 20 ranked management thinker and business strategist by Global Gurus & Thinkers50. The afternoon combines structured learning, peer exchange, and practical insight designed to accelerate your strategic impact. You'll gain: The latest thinking and tools to keep you at the cutting edge of strategy practice Opportunities to contribute to your peers' toughest strategic questions and walk away with new connections and insights Peer-to-peer guidance on your most urgent challenges through the Rapid-Round Challenge Forums Speakers and Topics CAROLINE WEBB is an executive coach, economist, and former McKinsey partner. She is the author of the global bestseller How to Have a Good Day, published in more than 60 countries, and has been named one of the world's top 50 executive coaches by Thinkers50. Her new book, Leadership Intelligence, distills three decades of advising CEOs and senior leaders into a science-backed playbook for mastering 21 everyday leadership challenges — and draws praise from Amy Edmondson, Jonathan Haidt, Daniel Pink, and Marshall Goldsmith. What sets Caroline apart is that everything she teaches is rooted in neuroscience, psychology, and behavioral economics, not management folklore. Most leadership advice is folklore — someone's one good instinct generalised into a rule. Caroline takes the opposite approach: every tool she teaches is grounded in how the brain actually works. Rather than march through all 21 chapters of her new book, we ran this conversation as a live coaching session on the situations strategy and transformation leaders face most often — from diagnosing the real problem to getting a strategy to travel through an organisation. We'll make the time with her interactive and adapted to your needs, but topics we may discuss include: Why you should walk into any complex situation assuming you're partly wrong How to surface the doubts your team won't say out loud How to make change actually stick PHIL LE-BRUN spent more than three decades at McDonald’s, including serving as international CIO and leading technology delivery across more than 120 countries, and is currently an Executive in Residence at Amazon Web Services. Together, they bring deep, lived experience of leading change at global scale. We'll make the time with her interactive and adapted to your needs, but topics we may discuss include: Why most transformation efforts fail—and what actually enables sustained change The difference between complicated and complex environments, and why it matters for strategy How distributed intelligence and decentralized decision-making can create more alignment, not less The organizational antipatterns that quietly undermine strategy, innovation, and execution Practical ways leaders can replace permission and process with clarity, ownership, and learning