Dee Caffari

When pressure is real and options are limited, most leadership training turns out to have been practice for conditions that never arrive. Decisions made in isolation, without data, without sleep, and without the option to pause, expose gaps that no boardroom exercise reveals. Building leaders who can hold their judgment, and their teams, before the crisis hits is the problem most organisations have not yet solved.

Dee Caffari MBE is the only woman to have sailed solo, non-stop around the world in both directions, and she uses that record, and the leadership demands it imposed across seven circumnavigations, to help organisations develop the resilience, judgment, and team accountability that most executive programmes leave untested.

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Full Profile

Why organisations work with Dee Caffari

  • The westabout solo circumnavigation of 2006, 178 days against prevailing winds and currents and completed by only six men in history, gives Caffari a standing in the territory of sustained solo leadership under real pressure that no training environment can replicate and no other speaker in this space can match.
  • As skipper of Turn the Tide on Plastic in the Volvo Ocean Race 2017/18, she led the first mixed-gender, youth-focused international crew formed in partnership with the UN Environment Programme, delivering competitive performance and a global environmental mandate simultaneously. She has direct, tested experience of building high-performance diverse teams when the stakes are visible and the scrutiny is real.
  • Her autobiography “Against the Flow” (Adlard Coles Nautical), published in 2007 and translated into French, Italian, and German, documents the mental framework she developed across her record-setting voyages, evidence that the leadership disciplines she draws from offshore sailing translate across cultural and organisational contexts.
  • As Vice Chair of World Sailing’s Oceanic and Offshore Committee, and previously inaugural Chair of the World Sailing Trust and a decade-long member of the RNLI Operations Committee, she connects frontline leadership experience in extreme environments to the governance and institutional accountability that senior audiences recognise.
  • She has spoken to executive audiences at organisations including Sky, London Business School, Aviva, Citywire, Oracle, and Barry Callebaut, with client evaluation scores consistently at 9/10 and above across independent post-event surveys.

Biography highlights

  • Only woman to sail solo, non-stop around the world westabout, against prevailing winds and currents, completing the voyage in 178 days in 2006 and setting a world record
  • Only woman to complete solo, non-stop circumnavigations in both directions; finished 6th from 30 starters in the Vendée Globe 2008/09, known in sailing as the Everest of the seas
  • Only woman to have sailed non-stop around the world four times; seven circumnavigations in total, most recently as co-skipper of The Famous Project, the first all-female crew to complete a non-stop circumnavigation, in January 2026
  • Skipper, Turn the Tide on Plastic, Volvo Ocean Race 2017/18, mixed-gender, youth-focused international crew formed in partnership with the UN Environment Programme’s Clean Seas campaign
  • MBE, 2007 Birthday Honours, for services to sailing; Honorary Commander RNR (Royal Naval Reserve), appointed September 2011; inaugural Chair, World Sailing Trust (2018 to 2024); ten-year member of the RNLI Operations Committee; Vice Chair, Oceanic and Offshore Committee, World Sailing
  • Autobiography “Against the Flow” (Adlard Coles Nautical, 2007), translated into French, Italian, and German; shortlisted, World Sailing Rolex World Sailor of the Year, 2006 and 2011

Biography

Solo decision-making in genuinely hostile conditions, without consultation and without the option to pause, is the environment in which Dee Caffari MBE built her leadership record. She has circumnavigated the globe seven times, including four solo or co-skippered non-stop voyages. No other woman has done this. Few people in history have.

The westabout circumnavigation of 2006, completed in 178 days against prevailing winds and currents, set a world record and earned her an MBE. She returned to solo racing in the Vendée Globe (2008/09), finishing 6th from 30 starters in a race the sailing world calls the Everest of the seas. That finish confirmed that the judgment and resilience she had built were not situational; they held across different modes of pressure, different time horizons, and different conditions.

The team dimension of her leadership is equally tested. As skipper of Turn the Tide on Plastic in the Volvo Ocean Race 2017/18, she led a mixed-gender, youth-focused international crew in partnership with the UN Environment Programme. Managing competitive performance alongside a global environmental mandate, under sustained media and competitive scrutiny, required the same disciplines she had practised in isolation: clear decision-making, built trust, and accountability that did not depend on favourable conditions. In January 2026, as co-skipper of The Famous Project, she completed the first all-female non-stop circumnavigation of the globe aboard IDEC Sport. Her autobiography “Against the Flow” (Adlard Coles Nautical), translated into French, Italian, and German, captures the mental framework developed across these voyages.

She served as inaugural Chair of the World Sailing Trust from 2018 to 2024 and now sits as Vice Chair of World Sailing’s Oceanic and Offshore Committee. Combined with a decade on the RNLI Operations Committee, those roles extend her experience of leadership from the individual to the institutional. She has addressed senior audiences at Sky, London Business School, Aviva, Citywire, and Barry Callebaut, drawing on experience that executive development programmes rarely put under conditions close to the real thing.

Key speaking topics

  • Leadership under extreme and sustained pressure
  • High-performance team-building in hostile environments
  • Resilience and mental endurance
  • Risk assessment and decision-making under uncertainty
  • Diversity, inclusion, and mixed-team performance
  • Ocean sustainability and purpose-driven leadership
  • Goal-setting and long-horizon execution

Ideal for

  • Senior leadership teams and C-suite audiences preparing for high-stakes or high-change environments
  • CHROs and people directors focused on resilience, team accountability, and diversity in performance
  • Boards and executive committees where sustainability, governance, and leadership credibility intersect
  • Transformation leads and global teams navigating extended pressure or organisational uncertainty

Audience outcomes

  • A concrete framework for maintaining clarity and decision-making quality when conditions deteriorate and information is incomplete
  • Practical understanding of how trust and accountability function in diverse, high-pressure teams – and what breaks them
  • Perspective on the relationship between preparation, mental endurance, and sustained performance over long time horizons
  • Insight into leading teams whose purpose extends beyond competitive performance to a broader organisational or environmental mission
  • A personally compelling reference point for resilience that bypasses generic advice and is grounded in verifiable, extreme-condition experience

Talks

Leadership under pressure: Making life-or-death decisions when there is no one else to turn to

This talk delivers a direct account of the decision-making disciplines required when there is no committee, no safety net, and no option to delay, and translates those disciplines into a practical framework for leaders facing high-stakes environments.

Key takeaways:

  • How to maintain clear judgment when data is incomplete and the margin for error is narrow
  • The difference between preparation that builds real resilience and preparation that only works in calm conditions
  • What solo leadership in extreme environments reveals about the instincts that conventional development never tests

Building high-performance teams: Leading diverse crews through 45,000 nautical miles of ocean racing

Drawing on her experience as skipper of the Volvo Ocean Race’s first UN-partnered, mixed-gender international crew, this talk examines how team trust, accountability, and cohesion are built and maintained under sustained competitive and environmental pressure.

Key takeaways:

  • How to create conditions for high performance in teams that are diverse in experience, background, and culture
  • The leadership behaviours that hold a team together when pressure is real and the environment is unforgiving
  • How purpose – in this case, a UN-backed environmental mission – functions as a performance lever rather than a distraction

Resilience that wins: Turning setbacks into comebacks when failure is not an option

This talk draws on multiple circumnavigations, including a mid-race dismasting and recovery, to examine how resilience is built before it is needed and sustained across the long periods of sustained difficulty that most leadership models treat as exceptional.

Key takeaways:

  • The mental disciplines that distinguish resilience from optimism, and why the difference matters in practice
  • How to reset and recommit after significant setbacks without losing team confidence or strategic direction
  • Practical approaches to building personal and organisational resilience before the crisis arrives, not during it

Videos

Testimonials

Fantastic! A great story, a great speaker and a great inspiration.
Skanska ID
Dee was fab – the audience thought she was great so thank you once again!
Capacity Media: Annual Awards
Dee was engaging, down to earth and warm hearted. Her presentation was extremely well received by our clients. Her description of the extraordinary challenges and her way of dealing with them was a lesson in perspective for us all.
Oracle
It was an absolute pleasure working with Dee. There was a real buzz around her appearing at our conference, and whilst she was on stage there was a Twitter storm raging in the background. She was extremely professional arriving early on-site for her briefing and her presentation was delivered with vigour and real passion – a rarity amongst speakers. The videos impacted her achievements and left our audience with a sense of awe and empowerment. We would definitely look to book her again in the future. Dee scored a whopping 9.2 which is superb, and some of the feedback comments are below: • Excellent to have non-finance yet globally applicable topic and speaker. • Excellent! • Impressive. • Inspiring! Important and eye-opening. • Wish I could give her an 11, she was amazing.
Citywire Holdings
A stunning success all round. Dee was amazing.
Birmingham Law Society
The top-line stats for Dee were great – I was really pleased and she went down a treat with the audience. From the evaluation forms we received 94% rated her excellent, and the other 6% good. Dee was highlighted as the highlight of the conference by many people too. She was great and very engaging. Overall, really chuffed and a good recommendation – much appreciated.
Halton Strategic Partnership
Everyone was just completely silent, listening with their jaws dropped: her talk was funny, interesting, relevant and the audience were captivated. Dee was quite happy to do question/answers completely unprepared and she engaged the audience in her after dinner talk.
Mace Group
We were privileged to have Dee as the host for this year’s Skandia Team GBR British Sailing Team awards dinner, which, in such a landmark year for British sport, was a high profile occasion for all of our sailors, support team and key sponsors. She completely understood the tone we wished for from the evening, and took it all in her stride – she was entertaining, engaging and had a great rapport with our guests. I’d have no hesitation in considering Dee again for similar events.
RYA: GBR British Sailing
I have to say – Dee was TOTALLY brilliant. She gave an engaging and inspirational talk followed by lots of questions and answers. Our feedback forms rated Dee VERY highly indeed, in fact several of the delegates who presented on the following day made several references to Dee’s “wonderful talk”. I’m VERY happy – thanks a million.
Allen Carr Easyway
I just wanted to say that Dee went down a storm today, everyone loved her story and enjoyed meeting her. She is certainly an inspirational lady and we were lucky to have her speak to us today. Please could you thank her again and thank you for recommending her.
Invesco Perpetual
Many thanks for the fantastic session last week at our global business council. The feedback was overwhelmingly positive and everyone was completely inspired and energised by your open, honest and refreshing style and of course the critical lessons around team work, motivation and leadership that apply to everyone of us in our executive roles. A truly impressive and humbling presentation that went down a storm. Thanks again for a wonderful session.
Global Business Women Leaders Council
Please do pass on our enormous thanks to Dee following yesterday’s conference. Her presentation was motivational, relevant and spellbinding which, along with her natural and comfortable manner, made her a huge success with everyone! Having quickly looked at the evaluation forms completed yesterday – there are words and phrases like; Wow!, Inspiring, entertaining, advocate for collaboration, highlight of the day, Inspirational and very interesting.
Opening Doors & Venues
We were privileged to have Dee speak to a group of Telstra staff recently. Dee is a wonderful presenter and her practical can-do approach to tackling and succeeding in a world-class challenge was truly inspiring! The audience was spellbound. I don’t believe we have ever had so many people ask so many questions after a presentation, but Dee took it all in her stride and graciously answered each one with good humour and wit.
Telstra, Australia
Inspiring, motivating, engaging, clear. Very powerful indeed. Many people approached Dee both after the conference and at the evening event to congratulate her and to say how inspired they had been. It exceeded our already high expectations. It delivered an impact that left people motivated and upbeat. The ‘wow’ factor of the conference!
Reckitt Benckiser
Excellent! Dee is very human and engaging. She really brought the challenges she faced on her voyage to life. All the people I spoke to were very impressed. In the plenary session one of the delegates said: “I looked at the programme and thought what in the world is a yachtswoman doing on the programme – what relevance does she have for me? I was wrong as she was really inspiring!” Ten out of ten for content, relevance, style and entertainment.
The Prince’s Foundation for Integrated Health
Dee’s presentation was a wonderful and highly effective way to engage and inspire our employees about Aviva’s values of Teamwork, Integrity, Progressiveness, and Performance. Dee related her sailing adventures and communication skills to every day life and we could all learn from her experiences.
Aviva Canada Inc
Dee’s presentation is so relevant to today’s business environment. A fantastic lady! A very down-to-earth pragmatic person who has overcome a huge personal challenge to achieve the impossible: her passion is tangible. The Q&A session was particularly good.
Royal Bank of Scotland

Books

Against the Flow: The Inspiring Story of a Teacher Turned Record-breaking Yachtswoman
In 2006, Dee Caffari became the first woman to sail solo round the world against the prevailing winds and currents. Her story is …
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