Caspar Craven: C-Suite & Senior Leadership Offsite Speaker
Transformational Speaker for SLT and C- Suite Who Need Clarity and Alignment
Caspar Craven is a speaker known for delivering thought-provoking, story-driven keynotes that shift how senior leaders think, decide, communicate and align. His sessions blend real-world executive experience, research, and the bold, practical insights leadership teams need to navigate complexity, set direction and lead confidently through uncertainty and change.
He helps senior leaders and executive teams to think more boldly, act more courageously, and create the clarity and alignment their organisations need under pressure.
Caspar’s approach has been shaped by a life of unconventional leadership experiences: twice sailing around the world (once competitively, once with his wife and their three children under ten), serving as a CFO of a business sold to Private Equity, working as an Associate Director at KPMG, and building, scaling, and selling his own technology business. These contrasting worlds of high-performance business and high-pressure adventure form the foundation of the leadership insights he brings to senior teams today.
Senior Leadership at a Glance
Caspar Craven brings together experience from three distinct leadership worlds:
• Corporate: CFO of a business sold to Private Equity and former Associate Director at KPMG.
• Entrepreneurial: Built and sold a technology company and advised scale-ups through complex growth.
• Extreme environments: Twice sailed around the world, learning how teams perform under real pressure.
This rare blend shapes the practical, human-centred leadership approach he brings to senior teams today.
Caspar is also the author of The Big Bold Mindset and speaks regularly at global leadership events for organisations including Boston Consulting Group, Ashurst, Johnson & Johnson, Intuit, ABB, and GSK.
Organisations bring Caspar in when they need their leaders to step up, think boldly, and deliver ambitious results in times of change.
Why Senior Leadership Teams Book Caspar as Their C-Suite Speaker
Caspar’s keynotes for SLT events create a shift in how senior leaders think, not just how they feel. Executive teams trust Caspar because he delivers more than inspiration. He brings clarity, alignment and the practical mindset tools needed to lead effectively when the pressure is high, and the landscape keeps changing.
Senior leaders don’t just leave energised. They leave with sharper thinking, stronger alignment and the courage to make decisions that matter. Every session is crafted around the specific business context, challenges and strategic outcomes your organisation is working towards.
His talks draw on:
• The Big Bold Mindset: 20 principles for bold leadership (his latest book)
• The latest behavioural science and leadership research
• High-impact, story-led teaching drawn from business and extreme environments
• Practical tools that senior leaders can apply immediately
And he delivers it all with humility, humour and a grounded, relatable style that resonates deeply with executive teams.
World Class Organisations Trust Caspar
“Caspar is an inspiration. His message of being more human and putting people first has definitely changed my management and leadership style. Having #bigboldgoals, focusing on we not me and doing all you can to get rid of those why nots is key to success.
Caspar delivered an amazing, inspiring talk to 42 members of our senior leadership team and left them fired up to really deliver big goals.”
The Science Behind Caspar’s Approach
Caspar’s work with senior leadership teams focuses on closing the gaps that hold organisations back: clarity, trust, alignment and execution. Recent research reinforces this:
MIT Sloan: teams who trust their leaders are 42 times more likely to be highly resilient.
Deloitte: 87% of organisations cite internal culture and engagement as their top challenge.
Harvard Business Review: more than 70% of staff say they don’t have all the skills their job requires — leadership, communication and alignment sit at the centre of that gap.
Caspar’s C-Suite keynotes and executive workshops give senior leaders the mindset, tools and behaviours to bridge these gaps immediately.
“Thank you so much for such an inspirational session. You challenged us to think Big and Bold, to take extreme ownership as we embark in being an independent company and to be resilient. The feedback from the team was amazing. We loved the provocation and all felt super inspired. Thank you!!
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Why Hire Caspar as a Guest Speaker for Your SLT Offsite
Caspar is brought into senior leadership offsites when organisations need more than motivation. They need clarity, alignment and a shift in how their top team thinks and leads.
• Experienced. Caspar has led at the highest levels in corporate, entrepreneurial and extreme environments, giving him a uniquely practical perspective on senior leadership under pressure.
• Strategic. He helps SLTs and C-suites step back from complexity, see the bigger picture and align around what matters most.
• Inspiring. His story-led keynotes connect deeply with executive audiences, creating clarity, energy and focus at the top of the organisation.
• Actionable. Every session leaves leaders with practical tools and mindset shifts they can apply immediately supporting real behavioural and cultural change.
• Tailored. Caspar works closely with senior stakeholders to connect the keynote to the organisation’s goals, strategy and context, ensuring the message lands exactly where it needs to.
Organisations bring Caspar in when their senior leaders need to reset, rethink and lead forward with clarity and courage.
“Caspar has been exceptional to work with. We were blown away by his charismatic presentation and experience achieving Big Bold Goals with a human touch. He ensured that he fully understood the purpose and objectives of our kick off conference so that he could tailor and adopt his speech. He did this seamlessly with humility and empathy which really helped to bring to life his experience and connection with the audience. At the same time he managed to hit the perfect balance between strategy and making it real for the team. The feedback from the team was energising and fascinated by Caspar’s experience in both the corporate world and his family expeditions. The tools and techniques presented were also helpful and tangible and the consensus shared was that these could be easily transferred and used in work or personal/family life.
Caspar also took the time to network with our team post the event which gave people further opportunity to delve deeper into specific questions. This added a true and welcoming personal touch.
Thank you Caspar for delivering both an inspirational and motivational presentation to our team. We loved it and were left wanting to hear more about your stories and experience.”
The Outcomes You Can Expect from Hiring Caspar for Your SLT Offsite
Hiring Caspar for your senior leadership offsite helps executive teams move from ambiguity, misalignment and reactive decision-making to clarity, cohesion and focused, high-quality leadership behaviour. Typical outcomes include:
Create clarity at the top of the organisation
Senior leaders gain the tools to cut through noise, reduce complexity and make clearer, faster decisions even when priorities are shifting, and the pressure is high.
Strengthen alignment across the C-Suite and SLT
Caspar helps leadership teams reset together, reconnect with shared priorities and build the collective focus required to drive the organisation forward.
Build resilience without sacrificing performance
Executives learn practical ways to manage pressure, protect energy and lead sustainably reducing burnout while maintaining high standards.
Improve accountability and ownership
Caspar helps senior leaders shift from assumptions and silos to greater ownership, responsibility and clarity around who leads what strengthening execution across the business.
Enhance collaboration and trust
Trust is the engine of high-performing leadership teams. Caspar equips leaders to communicate more openly, challenge constructively and operate with greater psychological safety.
Increase the speed and quality of strategic decision-making
With improved clarity, alignment and shared language, leadership teams simplify priorities, act with confidence and reduce drift, duplication and indecision.
Raise ambition and unlock bold strategic thinking
Caspar helps leaders remove the limiting beliefs and “why nots” that hold teams back enabling bolder decisions, braver bets and more expansive thinking.
Develop stronger executive presence and self-leadership
Senior leaders learn how to lead with calm authority, manage internal narratives and show up with the clarity and energy their teams depend on.
Ideal for:
• C-Suite offsites
• Senior Leadership Team retreats
• Strategy away days
• Transformation initiatives
• Culture and alignment sessions
• Executive development programmes
• Annual and mid-year leadership kick-offs
• Board–executive alignment meetings
C-Suite & Senior Leadership Speaker FAQs
What makes Caspar Craven a distinctive C-Suite and senior leadership speaker?
Caspar combines three rare leadership domains: corporate leadership, entrepreneurial growth, and extreme high-pressure environments. This blend gives executive audiences practical insights they can act on immediately, delivered through relatable stories and bold ideas.
What topics does Caspar Craven specialise in for C-Suite and SLT teams?
Caspar speaks on leadership mindset, transformation, resilience, collaboration, decision-making, alignment and the pursuit of bold, ambitious goals. His frameworks include The Big Bold Mindset, The Big Bold Circle, and principles from his Bloomsbury-published books.
Who does Caspar typically speak to?
He works primarily with senior leadership teams and future leaders, and also speaks at all-hands events and kick-offs for ambitious organisations navigating change, transformation or stretching strategic goals.
What outcomes can we expect from Caspar’s SLT keynote at our offsite?
Senior leaders leave with clarity of direction, improved decision-making, stronger collaboration and alignment, and a shift in mindset that helps them lead with courage in uncertain and fast-changing environments.
How does Caspar tailor his C-Suite and SLT sessions?
Every engagement begins with a discovery call to understand your challenges, vision and outcomes. Caspar then designs a keynote or session specifically aligned to your goals, your culture and your leadership context.
What is The Big Bold Mindset and how is it relevant to senior leaders?
The Big Bold Mindset is Caspar’s leadership framework built around 20 principles for thinking clearly, acting boldly and leading with courage in times of uncertainty. It blends research, real-world experience and practical tools senior leaders can apply immediately.
Does Caspar speak at global leadership events?
Yes. Caspar regularly speaks at global leadership conferences and senior leadership offsites for organisations including Johnson & Johnson, Intuit, ABB, GSK, Boston Consulting Group, Standard Life and many more.
Does Caspar deliver both virtual and in-person keynotes for C-Suite teams?
Yes. Caspar speaks at in-person, hybrid and fully virtual events worldwide, ensuring the same level of engagement and impact across formats.
Does Caspar offer workshops as well as keynotes?
Yes. Alongside keynotes, Caspar delivers leadership workshops focused on mindset, collaboration, execution, resilience and aligning teams around bold goals.
How do we book Caspar Craven for our C-Suite or senior leadership offsite?
Simply click Check Availability to begin the process. Caspar and his team will share options aligned to your goals and guide you through the booking, preparation and delivery stages.
Current thought leader topics
Leading with Clarity in Times of Complexity
Senior leaders learn how to cut through noise, simplify priorities and create shared understanding even when pressures, demands and expectations keep shifting. This theme helps SLT’s regain focus and lead decisively.
Building Alignment Across the Senior Leadership Team
Caspar shows executives how to reset as a team, close alignment gaps and move from parallel leadership to unified direction. Leaders leave with tools to communicate more clearly and act as one.
Resilience and Energy for High-Pressure Leadership
Leading at the top is demanding. Caspar equips C-Suite teams with practical ways to manage pressure, maintain energy and lead sustainably enabling strong performance without burnout.
Strategic Decision-Making Under Uncertainty
Executives learn how to make faster, higher-quality decisions by using shared frameworks, clearer thinking patterns and improved collaboration. This theme helps teams reduce drift, indecision and competing priorities.
Driving Collaboration and Trust at the Top Table
Caspar helps senior leaders break down silos, speak openly and challenge constructively. Leaders discover how trust accelerates performance and how alignment at the top cascades through the entire organisation.
Raising Ambition and Unlocking Bold Leadership Thinking
Every SLT faces limiting beliefs and invisible “why nots.” This theme helps leaders think more boldly, spot bigger opportunities and create the confidence and courage to pursue them together.
Who Is Caspar Craven?
Caspar Craven is a global leadership and mindset keynote speaker who works with senior leaders and large organisations navigating complexity, change and ambitious growth. He brings a rare blend of corporate, entrepreneurial and extreme-environment experience — from serving as a CFO of a business sold to Private Equity and working as an Associate Director at KPMG, to twice sailing around the world with his family and building and selling a technology company. He helps executive teams create clarity, alignment and the mindset required to lead confidently and effectively when the stakes are high.