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

Vivek Wadhwa is a Fellow at Arthur & Toni Rembe Rock Center for Corporate Governance, Stanford University; Director of Research at the Center for Entrepreneurship and Research Commercialization at the Pratt School of Engineering, Duke University; and Distinguished Fellow at Singularity University. He is author of “The Immigrant Exodus: Why America Is Losing the Global […]

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

Born and bred in Durban, Ken is known as one of South Africa’s biggest media legends. As a lover of homemade biltong and all things spicy, Ken is first and foremost a family man. Besides his latest venture, Nfinity, which constantly keeps his eye on the bigger picture, he has been involved in the start-up […]

The Legacy Project

Willis Raburu is one of Citizen TV’s fast rising journalists, based in Nairobi Kenya. A distinctive and versatile TV journalist, he brings a weekly segment on Citizen TV dubbed “TruthMeter” part of Citizen TV’s weekly new prime-time line-up of programming. My Definition Of Success | Success to me used to mean a good house, a […]

The Legacy Project

Debbie Millman – TLP is an American writer, educator, artist, and designer who is perhaps best known as the host of the Design Observer podcast ‘Design Matters’. She is ‘President of Design’ at Sterling Brands, based in New York City, working with brands such as Pepsi, Gillette, Colgate, Kimberly-Clark, Nestlé, and Campbells. She chairs the […]

The Legacy Project

Jake Harriman graduated with distinction from the U.S. Naval Academy and served seven and a half years as an Infantry and Special Operations Platoon Commander in the Marine Corps. Jake believes that the “War on Terror” won’t be won on the battlefield alone, but that disenfranchisement, lack of education, and extreme poverty must also be […]

Vinh Giang

“Let me help you create an unforgettable experience at your conference.” As an experienced keynote speaker, Vinh Giang TLP knows that what transpires on stage is not about him. It’s 100% about the audience. It’s about the life-changing lessons he’s been so fortunate to learn along the way and sharing them in a manner that […]

  • Australia
  • Keynote Speaker
The Legacy Project

Stephen Saad – CEO of Johannesburg Stock Exchange-listed Aspen Pharmacare Holdings Ltd. – is one of South Africa’s richest men, having reached millionaire status at the tender age of 29. Stephen Saad recently joined the small group of South African billionaires in 2014. Saad broke into the pharma industry in 1993, aged only 29 years […]

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