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Caspar Berry

Risk-Taking and Decision-Making Expert
Caspar Berry
  • Co-founder of Twenty First Century Media, one of the fastest growing audio visual media companies in the UK
  • Former professional poker player and television host
  • Embraces uncertainty and calculated-risk, producing bold business decisions
  • Upbeat and energetic presentation leaves audiences poised for change and success

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Caspar started his working life at the age of 16 as an actor in the first two series of BBC drama Byker Grove with “Ant and Dec”. They went on to become two of the most famous people in the UK and Caspar went on to study economics at Cambridge where he had early commercial success directing award-winning short films and TV commercials from the age of 18. He went on to write two feature films which were produced by Film Four and Columbia Tri Star before he had graduated. He did not get a very good degree.

He went on to write and direct in the film and television industry for much of the next four years before deciding that he was heading towards the age of 30 without having lived much of life outside of that crazy and unreal world. So aged 26, he decided to take a risk and move to Las Vegas with his life savings in his pocket.

Playing poker was disciplining, testing and demanding but also incredibly emotionally rewarding as he conquered the challenges it posed and made a living as a professional poker player at the tables of Las Vegas.

After three years, however, he decided that his future lay away from the poker table and he returned to the UK and set up Twenty First Century Media which he built to a team of 40 before selling to Bob Geldof’s Ten Alps plc.

At around this time, in 2005, the poker boom happened, and Caspar had already started speaking professionally so he moved to London to create a portfolio career as a trainer for the Mind Gym by day (delivering over 400 sessions to 100 companies) and a TV poker commentator by night (doing over 2000 hours of live broadcasting on poker channels and Sky Sports).In 2006 he was asked to be one of the two poker advisors on the James Bond movie “Casino Royale”, tasked with training the actors up to look like professional poker players for the key scenes.

In the last 14 years Caspar has delivered over 2,000 speeches and training sessions in more than 30 countries for nearly 500 organisations including the biggest companies in the world.

He now mentors young speakers and brings together all the otherwise disparate skills he’s learnt over his career—writing, directing, training, economics—to help young speakers craft messages culled from their own life that are focused on helping people and businesses make profound changes in all manner of ways. 

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Speaker Video

Caspar Berry: Dealing with Uncertainty

Caspar Berry: Embracing Uncertainty

Caspar Berry: Risk Taking and Decision Making

Caspar Berry: Luck and Proactivity

Caspar Berry: Decisive Leadership

Caspar Berry: Innovation and Creativity in a Changing World

Caspar Berry: Using Poker to Train Risk Taking and Decision Making

All of Caspar’s sessions are predicated on the idea that ALL decisions are essentially investment decisions or allocations of scarce resources under conditions of uncertainty. In poker that’s all one is doing: allocating scarce resources under conditions of uncertainty… or what we call “taking risks”!

Caspar therefore uses the metaphor of poker to explain decision-making science (a little known and rarely understood academic subject) which explains how to optimally allocate scarce resources under uncertainty in order to maximize long term returns on such investments.

This academic underpinning of Caspar’s work is really important. The sessions are not about poker. They use poker to communicate risk and reward analysis. This is the body of knowledge that makes insurance, investment and, indeed, capitalism itself possible but which in turn has some highly counter-intuitive implications for the way we live our lives.

The entire body of Caspar’s work essentially covers the following four stages:

  1. Uncertainty: Underpinning everything is the idea that the world is much more and profoundly uncertain than we like to think. The reason we don’t often like to acknowledge that is because it scares and confuses us and our subconscious brains but studies show that actually accepting this helps us make better decisions. Not accepting it can be fatal!
  2. The Economics: The implications of this uncertainty are actually quite profound. They are what a poker player learns on page one of any poker book because of course in poker the uncertainty is obvious and undeniable and so one needs to embrace it. The math which describes this uncertainty reveals a number of counterintuitive implications: It shows that some things which may feel reasonable and profitable are in fact neither and that other things which may feel risky and difficult are actually much much better than they might at first appear. These messages—while logically demonstrable—are actually quite to take on board at first which is why we need to explain…
  3. The Psychology: Human beings don’t like to fail. We’re loss averse and risk averse and we’ve built companies and a legal system based on fulfilling this inbuilt need for short term success. So to maximize returns on investment we actually have to override the way we’re psychologically wired… a poker player can show you how.
  4. The Culture: At the end of part three, each individual has been on a journey of understanding why they’re not innately hardwired for success as an individual. But that doesn’t matter if people aren’t culturally re-wired to move forwards with a new mindset. This section provides to the answers to that challenge.    

Altogether, this body of knowledge could—and does—easily fill a term of lectures on the subject so each individual speech needs to be crafted so as to maximize the impact given the audience, the key message, the desired effect and the amount of time available. Only a whole day can really do justice to all four stages so it’s important to decide exactly what we want to say on the day.

My speeches on motivation and persuasion are suitable for anyone who has to motivate others, from leaders to sales people. It allows insight into powerful persuasion techniques and also creates a rousing beginning and end to a day. Works in 30/45/60 minute forms.

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