Motivational Speaker for Finance Offsites

Empowering Finance Teams to Think Clearly, Act Boldly and Lead with Courage

Caspar Craven is a motivational speaker for finance offsites known for delivering thought-provoking, story-driven keynotes that help teams think more clearly, collaborate more effectively and lead with greater confidence in fast-changing environments. His talks blend real-world commercial experience, behavioural science and practical tools that help finance teams navigate pressure, uncertainty and organisational complexity with clarity and purpose.

He helps finance teams reconnect with what matters, think beyond functional boundaries and build the mindset needed to influence, communicate and deliver at a higher level.

Caspar’s approach has been shaped by a life of unconventional experience: twice sailing around the world (once competitively, once with his wife and their three children under ten), serving as CFO of a business sold to Private Equity, working as a Director at KPMG, and building, scaling and selling his own technology business.

These contrasting worlds of finance leadership, high-performance business and high-pressure adventure form the foundation of the insights he brings to finance teams today.

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Finance Offsites at a Glance

Caspar Craven brings together experience from three distinct worlds that shape how he helps finance teams think clearly, lead confidently and collaborate more effectively.

Extreme environments & high-pressure decision-making

Twice sailing around the world - once competitively and once with his wife and their three children under ten, Caspar learned how to make calm, clear decisions when the pressure is high and conditions change fast. These principles translate powerfully into the way finance teams navigate risk, uncertainty and organisational complexity.

Senior corporate and financial leadership

As a former CFO of a business sold to Private Equity and a Director at KPMG, Caspar understands the realities finance teams face: shifting priorities, regulatory demands, operational constraints and the pressure to provide clarity when the business needs it most. He speaks the language of finance because he has lived it.

Entrepreneurial growth & team alignment

Caspar built, scaled and sold a technology business, working closely with finance, operations and commercial teams. He understands how finance acts as the backbone of decision-making — and how mindset, collaboration and clarity accelerate performance across the whole organisation.

This combination of extreme environments, corporate leadership and entrepreneurial growth shapes the practical, human-centred insights he brings to finance offsites, leadership offsites and transformation programmes.

I wanted to send you a big thank you for your outstanding intervention during our Finance Offsite. The team found your story very compelling and relevant, and I think the engagement they had in the Q&A piece showed how interested they were in the themes you shared.
— Chad Spooner - Group CFO - BIC Group

Why World-Class Teams Book Caspar as the Finance Offsite Speaker

Caspar’s finance offsite keynotes create a shift in how people think, communicate and collaborate under pressure, not just how they feel in the room.

Organisations trust him because he delivers more than motivation. He delivers practical clarity, mindset shifts and renewed confidence at a time when finance teams are expected to operate with precision, adaptability and strategic influence.

People don’t just leave inspired.

They leave equipped with tools, behaviours and mental frameworks that help them stay calm in complexity, think more clearly under pressure and work together with greater alignment. Every keynote is tailored to the specific commercial realities, challenges and outcomes your finance function is focused on.

His talks draw on:

The Big Bold Mindset®: 20 principles for clear thinking, courageous decision-making and high-performance behaviour in uncertain environments

The latest psychological and behavioural research

High-impact, story-led teaching from senior leadership roles, high-pressure environments and entrepreneurial reinvention

Practical tools finance teams can use immediately to reset, refocus and improve collaboration

Human-centred insight delivered with humility, humour and a grounded style finance audiences connect with instantly

Caspar is also a sought-after leadership and teamwork speaker, working with senior teams and whole organisations navigating change, pressure and ambitious strategic goals.

The Science Behind Caspar’s Approach

Caspar’s work focuses on closing the gaps that hold finance teams back: clarity, communication, trust, and aligned execution. These gaps become even more visible during budgeting cycles, transformation programmes and high-pressure reporting periods. Recent research reinforces this:

MIT Sloan: Teams with high trust communicate more effectively and adapt faster under pressure.

Deloitte: 87% of organisations report culture, collaboration and engagement as the most significant barriers to execution.

Harvard Business Review: Over 70% of employees say they lack the clarity or skills needed to perform at their best with decision-making and communication among the most common gaps.

Caspar’s keynotes and masterclasses give finance teams the mindset, tools and behaviours to bridge these gaps immediately helping them stay calm under pressure, communicate more effectively and deliver high-quality work with consistency.

A big Thank you for being part of our CEMEA team away day.

Your own story/experience was fascinating, and you made it relevant to the audience whilst keeping them engaged and aligned with the firm’s strategic goal

As a result, I could see they took a lot out of it which they could put in practice from day 1, and therefore very easily achieved the outcome I wanted to achieve.
— Hani Al Rashid - Head of Finance - Europe, Middle East and Africa - Ashurst

The Outcomes You Can Expect from Hiring Caspar as Your Leadership Motivational Speaker for your Finance Offsite

Hiring Caspar as your motivational leadership speaker for a finance offsite helps teams move from reactivity, overwhelm and siloed functional thinking to clarity, ownership and consistent, high-quality leadership behaviour. Typical outcomes include:

Develop clearer thinking under pressure

Finance teams learn how to think calmly and clearly in moments of complexity, reducing cognitive overload, improving judgement and making better decisions even when timelines are tight or stakes are high.

Build resilience without increasing burnout

Caspar helps finance professionals replace firefighting with sustainable habits, energy management and practical tools that support strong performance during reporting cycles, strategic planning windows and periods of organisational change

Strengthen ownership and accountability across finance and the wider business

Rather than being seen as “the function that fixes things”, finance leaders learn how to shift conversations from “why me?” to “what can I own?” building a culture of responsibility, partnership and forward momentum.

Improve collaboration across commercial, operational and leadership teams

Finance is often at the centre of cross-functional alignment. Caspar helps teams build trust, communicate more effectively and create the psychological safety needed for productive challenge, honest discussion and better cross-business outcomes.

Increase the speed and quality of decision-making

Finance leaders learn how to cut through noise, simplify priorities and support their organisations to make faster, sharper decisions grounded in clarity, insight and sound judgement.

Raise ambition and unlock bold strategic thinking

Caspar helps leaders move past limiting beliefs and the “why nots” that stall progress. Teams leave with greater confidence, the courage to think more boldly, and a renewed belief in what’s possible for the organisation.

Enhance self-leadership and personal clarity

Finance professionals build stronger internal habits managing their energy, focus, emotions and internal narratives so they can show up with steadiness, confidence and impact throughout the business.

Ideal for:

Finance offsites

CFO leadership retreats

FP&A, controllership and finance business-partnering teams

Executive leadership offsites where finance plays a central role

Cross-functional strategy sessions

Transformation, restructuring or planning meetings

Global and regional finance summits

Finance Offsite Speaker FAQs

What makes Caspar Craven a distinctive speaker for finance offsites?

Caspar blends senior financial leadership experience with mindset, resilience and team-performance insight. As a former CFO, KPMG director and founder who built and sold his own company, he understands the pressures finance teams face and translates that experience into practical, human-centred tools people can use immediately.

Does Caspar speak about technical finance topics?

No. Caspar is not a technical finance speaker. He speaks about mindset, clarity, collaboration, leadership, resilience and high-performance behaviours, the human skills that help finance teams think clearly, act decisively and work together more effectively.

What themes does Caspar typically cover at finance offsites?

He focuses on clarity of thinking, mindset shifts under pressure, improving cross-functional collaboration, breaking silos, strengthening ownership, building resilience, enhancing decision-making and aligning teams around strategic goals.

Who is Caspar best suited for at a finance event?

Finance leadership teams, FP&A teams, group finance, commercial finance, operational finance, transformation teams and wider cross-functional groups who rely on finance to deliver strategic goals.

What outcomes can we expect from Caspar’s session?

Teams leave with clearer thinking, stronger alignment, practical tools for high-quality decision-making, more confidence under pressure and a renewed sense of ownership and collaboration. The focus is always on improving human performance inside financially demanding environments.

Does Caspar tailor his keynote to our organisation?

Yes. Every engagement begins with a discovery call to understand your goals, context, challenges and desired outcomes. Caspar then designs a session specifically aligned to your culture, priorities and the pressure points inside your finance team.

Has Caspar worked with finance audiences before?

Yes. Caspar regularly speaks at finance leadership meetings, FP&A offsites, CFO team gatherings, finance transformation events and cross-functional commercial strategy sessions for global organisations.

Does Caspar deliver both in-person and virtual finance offsite sessions?

Yes. He works across in-person, hybrid and fully virtual formats worldwide, ensuring high engagement and strong practical takeaways regardless of location.

How do we book Caspar for our finance offsite?

Simply click Check Availability. Caspar and his team will walk you through options, tailor the session to your needs and support you before, during and after the event.

“I’m normally a bit of a cynic when it comes to the usefulness of motivational speakers, but I’ve never been so riveted.”
— Helen Calcutt - Keystone Law

What It’s Like to Work With Caspar

Event organisers value Caspar for his preparation, adaptability and partnership mindset before, during and after the event.

He listens deeply, adapts quickly and designs every session around your precise outcomes ensuring the resilience shifts you want to create run through the entire experience.

The process is simple:

Discovery call: understand your context, audience pressures and the outcomes you need

Session design: tailored to your culture, challenges and real-world scenarios

Refinement: you receive a clear summary and proposed direction

Delivery: a high-impact keynote that strengthens resilience, clarity and mindset

Ongoing support: reinforcement of messages, Q&A and attendee engagement

Every session is built around your people, your culture and your goals.

Current Topics Caspar Tackles for Finance Offsites

Finance teams bring Caspar in when they want to think more clearly under pressure, collaborate more effectively across the business, and stay focused on what truly drives impact in fast-moving and high-stakes environments. The most in-demand topics include:

How do we create clarity when we’re in the middle of transformation?

During transformation, priorities move, processes evolve and the pressure to “just keep up” can overwhelm even the best teams. Caspar helps finance leaders cut through noise, simplify what truly matters and communicate with calm, confident clarity. He shows teams how to stay steady in the grey zone of change making clearer decisions, aligning more effectively and maintaining perspective when the ground is shifting beneath them.

How do we move from firefighting to proactive, high-value finance?

Most finance teams are stretched, overloaded and constantly responding. Caspar gives teams the practical tools and mindset to shift from reactivity to ownership creating more space for strategic thinking, influence and partnership with the business.

How do we build resilience and stay steady in high-pressure financial cycles?

Quarter ends, audits, budgets and reporting windows bring intensity. Caspar helps teams stay grounded, protect energy, reduce cognitive overload and build sustainable working habits that prevent burnout and improve performance.

How do we break silos and collaborate better with the wider organisation?

Finance is at its best when it works hand-in-hand with commercial, operations, product and leadership. Caspar equips teams with tools that strengthen trust, improve communication and accelerate decisions across functions.

How do we develop the confidence to influence and challenge effectively?

Influence is a core finance skill. Caspar shows teams how to communicate with clarity, frame ideas persuasively, challenge constructively and step into a more confident leadership role with stakeholders across the business.

How do we help our people think clearly under pressure?

With rising complexity and competing demands, clarity becomes a competitive advantage. Caspar teaches teams how to reduce overwhelm, think calmly, make better decisions and maintain perspective even in turbulent periods.

How do we build a culture of ownership and accountability in finance?

Caspar helps teams move from “this isn’t in my control” to “here’s what I can own.” This shift increases responsibility, reduces friction and strengthens the effectiveness of the entire finance function.

How do we stay human and connected in a hybrid finance environment?

Many finance teams feel fragmented. Caspar helps rebuild human connection, trust and team culture, the essential foundations for high-quality execution, collaboration and wellbeing.

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About Caspar Craven

Caspar Craven is a motivational leadership speaker with a deep commercial and financial background, working with finance teams and senior leaders at offsites, strategy days and transformation events around the world. He is a best-selling Bloomsbury-published author and the creator of The Big Bold Mindset®, his latest work on how people think clearly, act boldly and stay effective under pressure.

Before becoming a full-time speaker and author, Caspar spent more than a decade inside the world of finance including serving as CFO of a business sold to Private Equity, working as a Director at KPMG, and building, scaling and selling his own technology company. This blend of real-world commercial leadership and human-centred storytelling makes him uniquely effective at speaking to finance audiences who want clarity, perspective and mindset tools that support high-quality decision-making.

Caspar regularly speaks at global offsites and leadership events for organisations including Johnson & Johnson, Intuit, ABB, GSK, Boston Consulting Group and Standard Life. His work focuses on helping finance teams think more boldly, collaborate more effectively and build the habits and behaviours that enable consistent high performance in times of change.

For finance leaders looking for a speaker who blends grounded commercial experience with practical, relatable mindset tools, Caspar brings a research-backed, story-rich approach that creates real shifts in how people think, communicate and lead.

Caspar’s speaking services include: