Caspar Craven
- Creator of The Big Bold Mindset®
- Leadership Keynote Speaker
- 2x Round The World Sailor
- Former CFO (Multiple Exits)
Speaker Fee 🛈
Fee Range
$15,000 - $20,000
Virtual Fee:
$10,000 - $15,000
Travels From
England
Leadership Speaker, Author of The Big Bold Mindset® , 2x Round the World Sailor. 2026 Showreel
Caspar Craven Speaker Biography
Caspar Craven is a transformational leadership speaker, entrepreneur, and adventurer whose work centers on the mindset required to navigate uncertainty, lead change, and achieve Big Bold Goals.
Having spent his entire life focused on transformation, Caspar brings a rare combination of business experience, lived adventure, and practical insight to the stage. His career has taken him from KPMG Corporate Finance during the late 1990s and early 2000s tech boom, to serving as CFO of a fast-growth technology company, to co-founding, scaling, and successfully exiting his own tech business. Today, he also works with early-stage ventures in the climate change and mental health sectors, supporting missions that truly matter.
Caspar’s perspective on change is also shaped by extraordinary personal experience. He has sailed around the world twice: first as part of the World’s Toughest Yacht Race, where he served as the youngest crew member and later as Watch Captain, and then with his wife and three children under the age of ten. These high-pressure, high-stakes environments taught him what it really takes to lead, adapt, and perform when there is no room to hide.
Drawing on decades of business transformation, entrepreneurship, adventure, research, and hard-won lessons from both success and failure, Caspar created The Big Bold Mindset®. His work explores the leadership, teamwork, resilience, and personal transformation required to deliver meaningful change. He believes that business transformation is far less likely to succeed without some level of personal transformation, curiosity, and open-mindedness from the leaders and teams driving it.
In his keynote talks, Caspar shares the core principles needed not only to set Big Bold Goals, but to tackle and achieve them. His presentations are known for blending strategy with real-world practicality, leaving audiences inspired, challenged, and equipped with tools they can immediately apply.
Caspar is the author of four books: The Big Bold Mindset®: Re-thinking the Rules of Leadership, Be More Human: Re-Thinking the Rules of High-Performance Teamwork, Where The Magic Happens, and Big Bold Goals. His mission is simple: to create the mindset shifts leaders and teams need to navigate disruption, lead transformation, and achieve goals that once seemed impossible.
Leading Transformation and Delivering Big Bold Goals
Are you facing the pressure to transform but struggling to align your teams and turn strategy into action?
This keynote focuses on what it really takes to deliver transformation. Not just setting direction, but shaping the mindset and culture required to align teams, engage people, and execute effectively.
Drawing on his experience in business and sailing twice around the world, Caspar shows how leaders and teams can stay clear, focused, and aligned when conditions are changing and pressure is high.
Keynote Takeaways:
-Learn how to lead transformation by aligning teams around a clear and shared direction.
-Understand how mindset and culture directly impact your ability to deliver change.
-Discover practical tools to turn strategy into consistent action and measurable results.
sed, and make better decisions under pressure.
-Understand how to lead teams effectively in high-stakes and fast-changing situations.
Build resilience and consistency in performance when it matters most.
Building High-Performance Teams That Deliver Extraordinary Results
Are your teams working hard but not always aligned, or not delivering at the level you know is possible?
This keynote explores what separates teams that are busy from those that consistently perform at a high level. Caspar focuses on the behaviors, conversations, and clarity required to build alignment, strengthen accountability, and ensure teams are working together effectively towards shared outcomes.
Keynote Takeaways:
-Understand the key drivers of alignment, accountability, and high performance within teams.
-Improve communication and collaboration to ensure teams work together effectively.
-Learn how to create teams that consistently deliver extraordinary results.
-Build resilience and consistency in performance when it matters most.
From Ambition to Achievement: Delivering Big Bold Goals
Are your teams setting ambitious goals but struggling to follow through and deliver?
In this keynote, Caspar focuses on execution. How to move beyond incremental thinking and turn ambition into action. Using the Big Bold Mindset®, he shows how setting bigger, clearer goals changes how teams think, behave, and perform, and what it takes to deliver against them consistently.
Keynote Takeaways:
-Learn how to move from ambition to measurable and sustainable results.
-Understand why teams stall and how to maintain focus and follow-through.
-Discover how Big Bold Goals drive higher levels of performance, engagement, and innovation.
Leadership Under Pressure: Building Resilience to Perform When It Matters Most
How do you and your teams perform when the pressure is high and the stakes are real?
This keynote focuses on leadership in high-pressure environments where clarity and decision- making are critical. Drawing on real-world experiences, Caspar shares how leaders can stay focused, maintain alignment, and lead others effectively when conditions are uncertain and the margin for error is small.
Keynote Takeaways:
-Learn how to stay clear, focused, and make better decisions under pressure.
-Understand how to lead teams effectively in high-stakes and fast-changing situations.
-Build resilience and consistency in performance when it matters most.
Why You Can’t Navigate a New World Using an Old Set of Charts
Are your teams facing the pressure to transform but finding that people keep reverting to type, working in silos, and resisting change not matter how clearly you communicate the vision?
This keynote gets to the heart of why transformation actually fails and what needs to shift before your next initiative lands. 70% of transformations fail not because the strategy is wrong but because people are trying to execute a new vision using old mental models. Drawing on his experience advising at KPMG, leading companies through significant change as a CFO, and a decade of research across 38 countries and 400 organizations, Caspar shows leaders and teams exactly what needs to change and how to change it.
Keynote Takeaways:
-Understand why seventy percent of transformations fail and how to ensure your organization is in the thirty percent that succeeds.
-Learn the five thinking shifts that separate organizations that successfully transform from those that revert to type.
-Discover the practical tools to shift how your people think about change and leave with something they can apply immediately.
