[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

Vicki Saunders is an entrepreneur, award-winning mentor, advisor to the next generation of change makers and leading advocate for entrepreneurship as a way of creating positive transformation in the world. Vicki is Founder of #radical generosity and SheEO, a global community of radically generous women supporting women-led Ventures working on the World’s To Do List. […]

The Legacy Project

Alan Brand is a leading expert in the development and provision of innovative employee wellness strategies enabling business enterprises throughout South Africa to mitigate the threat of HIV and AIDS and other associated health and wellness risks. He has developed numerous outcomes based wellness training modules. His personal energy and unique and professional facilitation skills […]

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 […]

The Legacy Project

Prof. Sesh Paruk has 18 Years’ experience at Senior & Top Management level in the Private and Public Sectors. She is currently supporting the Department of Public Works Turnaround strategy in the capacity of change management and culture change specialist. Prof. Sesh Paruk | The Legacy Project Sesh completed her role as the 1st HR […]

  • South Africa
  • Humanitarian
The Legacy Project

In 2008, Patrick was elected an Ashoka Fellow for his work as a social entrepreneur. At Ashoka, he was one of the first Fellows with a strong background in the for-profit corporate sector, and one of the first to have scaled a for-profit social enterprise globally. More recognition soon followed: He was named an Endeavor […]

The Legacy Project

Malcolm Gladwell is a journalist who has been a staff writer for The New Yorker since 1996. He has written five books – The Tipping Point: How Little Things Can Make a Big Difference; Blink: The Power of Thinking Without Thinking; Outliers: The Story of Success; What the Dog Saw: And Other Adventures; and David […]

The Legacy Project

Attie van Wyk is the CEO of Big Concerts, South Africa’s largest premier live entertainment company. The company has promoted more than 1600 shows with an excess of 300 international artists to an audience of more than 10 million people. In 2013, Attie was named as the Business Leader of the Year. Music Has Always […]

The Legacy Project

Maria Popova is a reader, writer, interestingness hunter-gatherer, and curious mind at large. She has previously written for WiredUK, The Atlantic, The New York Times, and Harvard’s Nieman Journalism Lab, among others, and is an MIT Futures of Entertainment Fellow. I Am Driven By | The yearning to learn how to live, how to lead […]

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