[rank_math_breadcrumb]

Rob Caskie Legacy Project

Storyteller

About

Rob Caskie Legacy Project shares his Stories of human trials and triumphs never go out of vogue, and mesmerising storyteller extraordinaire Rob Caskie, with his walking stick and trademark shorts, brings them alive like no other.

Often in the settings where such stories unfolded, in South Africa and abroad.

Rob Caskie Legacy Project

In a world of instant gratification, the art of a powerfully told story belongs to few and relies on he who stirs the imagination. Most interested in how people behave when challenged and under pressure, he believes we only reveal our true strength in adversity – and he shows audiences how they can draw on this to thrive in uncertain times.

Contact Us at WeSpeak Global and follow us on Twitter

Interview Questions

Has your definition of it changed over the years and if so, why? | Definition of success has changed over years. In younger years, I wanted to be a hero – with 7 billion people, little chance of that! With passing years any desire for fame has receded completely.

Definition of success now a healthy balance between work, play/recreation and rest. To have enough financially to live comfortably and be able to assist others. I do NOT want it recorded on my headstone that I wished I had spent more time at work!

I am driven to do more with Life than the generation before mine. I am driven to be environmentally and socially aware. My definition of success in question 1 gives me plenty to strive for daily.

My magic, I believe, comes from considerable Life experience (much of it unhappy, with the loss of my parents at an early age), limited resources, extensive travels, being unafraid of risk, seizing opportunities, and a deep interest in human beings.

There is magic in entertaining people through storytelling. My magic, if any, would be very difficult to describe or quantify.

Confidence, and the ability to interact well with people.

What do you believe are the characteristics, actions, habits and behaviors that you both have and use, that have helped you achieve what you have been able to achieve?

 

A very good memory, humility, ability to listen and learn, good work ethic, constant desire to improve my stories and presentation, punctuality and the confidence to do it “my way” rather than mimicking somebody else.

Indecision or hesitation has caused us to get stuck on occasions. With age/experience, seizing opportunities not as easy as it was 20 years ago. The longest, darkest hour is only 60 minutes.

Remaining stuck is not an option! Being self-employed forces one to respond swiftly. Evaluating priorities, for me, usually solves these situations, and ensures they don’t keep recurring.

Honesty, integrity and transparency. In our industry, reputations are built over years and smashed in seconds. Be as good as your word (in 13 years of intensive UK lecture tours, we have never once entered into a contract), never over-promise and under-deliver. Be authentic, always. Communicate with clients, don’t leave them hanging or guessing.

Establishing my worth, still cannot believe people will pay me to tell a story. Afraid to push my rates up.

That our business may not survive Lockdown and beyond.

Try to get enough rest and exercise. Regular mountain bike rides are a wonderful time to be creative, and clear the noise from one’s mind.

Step up to the responsibility of performing for an audience – it is a show/performance.

Absolutely. When is enough, enough? If one is constantly wanting to improve one’s offering, surely one can never be fully content with it? I think most human beings struggle with being completely happy with what they have – difficult aspect of human nature. Desiderata is often referred to in these instances, for me.

Essentially I am a loner, and very happy with my own company. Storytelling/performing is not my usual comfort zone. I have a large Bonsai tree collection.

Interview Date

  • 2021-03-17

Country

  • South Africa

Gallery

Videos
[everest_form id="26923"]

View further interviews.

The Legacy Project

Bora Yoon Definition Of Success | Success means living a satisfied life, in which one can pursue the art of creation, cultivating self-knowledge, community and enlightenment both inwards and outwards. I Am Driven By | Transformation, purpose and progress, creating something that wasn’t there before.  Defying people’s perceptions and ideas of what could or should be, and […]

The Legacy Project

David is one of the co-founders at Sanergy. David has worked at Ignia Fund in Mexico and at Endeavor. He was the Deputy Chair for Poverty Alleviation at the Clinton Global Initiative in 2005-2006, and taught in China for two years. David holds an MBA from MIT Sloan and a BA with distinction from Yale […]

John Smit

John Smit TLP was one of Rugby’s most successful players of all time. He was the captain of the South African Rugby team (with an astonishing 111 caps), leading the Springboks to World Cup glory in 2007 and was inducted into the IRB Hall of Fame in 2011. He is currently the CEO of Sharks […]

  • South Africa
  • Keynote Speaker
The Legacy Project

Runa Khan is the founder and Executive Director of Friendship, a value-based organization in Bangladesh. Additionally, she is a Founder and Chairman of Friendship International based out of Luxembourg. Although currently her work is firmly rooted in the development sector, her interests and experiences are varied, resulting in an organization which approaches development innovatively for […]

The Legacy Project

Stuart Turner is hoping he’ll soon be able to see the more of the world from his bedroom. The quadriplegic computer expert is helping to develop technology that will open up new vistas for those unable to travel by projecting what he calls “the extensible self”. Flying a camera mounted drone using just his head […]

The Legacy Project

Alyson McGregor is a graduate of Boston University School of Medicine and Brown University Emergency Medicine Residency. Dr. McGregor is the Director for the Division of Sex and Gender in Emergency Medicine (SGEM), formerly Women’s Health in Emergency Care, at Alpert Medical School Department of Emergency Medicine and Co-Director for SGEM Fellowship. Dr. McGregor is […]

The Legacy Project

Holmes is a co-founder of Fight for the Future. He also co-founded Miro, Open Congress, and Amara, and ran online campaigns for the Free Software Foundation. Fight for the Future is known for powerful and viral organizing campaigns that changed Internet history both nationally and globally. Faced with the passage of the Stop Online Piracy […]

The Legacy Project

Janet is co-founder and managing partner of Charlotte Rhys, South Africa’s leading luxurious bath, body and lifestyle range. Within 14 years the brand expanded from a single product to over 100 luxury products. Today they supply leading hotels across the world. My Definition Of Success | Success means achieving the goals you set, and it is inevitable […]

Disclaimer
The profiles and images embedded on these pages are from various interviews conducted by The Legacy Project.

These remain the property of its owner and are not affiliated with or endorsed by WeSpeak Global.

Our Mission

We are your partner creating memorable and engaging experiences that go beyond the event itself.

© All rights reserved 2025. Created using VOXEL THEME