[rank_math_breadcrumb]

Orrin Woodward TLP

Chairman - The Life Leadership

About

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 a meaningful life. The fear of not having yet learned how to die.

My Highlights | Being able to rise in the morning excited to face the day ahead and go to sleep at night fulfilled and grateful for the day that just set past the horizon.

The Difference Between Good And Great | A certain clarity of priorities that enables them to be wholehearted about what they do. Creative restlessness that prevents them from ever reaching a place of complacency. Unwillingness to measure their own merit and success by anybody else’s standards.

A Key Talent | Doggedness. Unrelenting commitment to pursuing those directions of growth and self-transcendence that I know are important to me, and  active introspection, an alive inward attention to what those directions are in the first place. At the same time, a willingness to sit with uncertainty and self-doubt, to rest into them and accept them as part of the journey rather than compounding them with futile resistance and denial.
I think we often conflate self-actualization and success – without enough introspection to discern the conditions and ideals of the former, it’s easy to get bogged down in social, cultural, and other external criteria to define the latter. And yet both the most trying and the most triumphant thing about “success” at its most fulfilling is that it’s utterly subjective, utterly private – one person’s “success,” which can only reflect that person’s private definition of it, can never be replicated by another person. No two people have the same desires and aspirations for the day ahead when they wake up in the morning. No two people are grateful for the same things when they go to bed at night. If there’s any secret to success at all, it lies in cultivating one’s own standards for it and unflinchingly protecting their integrity under the pressure of external ones.

Principles I Live By | Kindness. Openheartedness. Curiosity and a capacity for wonder. Not only a tolerance for but an embrace of the unknown, the uncomfortable, the uncontrollable. An active practice of awe and gratefulness – of both absorbing the light of the world and reflecting it back with luminous generosity. More kindness.

Critical Skills I Develop | Reconciling a clarity of aspiration regarding the direction of my journey as a human being with an ability to live with presence, to experience each moment as its own destination.

Dealing With Doubt | When I was younger, I tried to bulldoze my way through them or deny them altogether. But, of course, this never works – suppression only wounds the heart by stuffing it, rather violently, with more than it can hold. Eventually, I came to realize that without recognizing and allowing those feelings, one can never transcend them.

Performing At My Peak | I am as disciplined about my sleep as I am about my work. The two are locked into a tango that ensures the grace of the whole operation.

Advice On Building Wealth | Invest heavily and methodically in finding out what “wealth” actually means, what living richly means, for you. One place to start would be Alan Watt’s famous contemplation of what you would do if money was no object.

Interview Questions

Country

Gallery

[everest_form id="26923"]

View further interviews.

The Legacy Project

Jerome Touze is the Co-founder & Co-CEO of WAYN.com, the largest traveling social community with over 22 million members worldwide across 193 countries. Not only an Entrepreneur, he also sits on the boards and is an investor in numerous other tech-based businesses. The Essence of WAYN | I think the beauty about this is that […]

The Legacy Project

Over the years, Felicia Mabuza-Suttle has applied her effervescent personality for the benefit of many. As a talk show host in South Africa’s The Felicia Show (1995 – 2004) and more recently, on The Africa Channel in the US on Conversations with Felicia, Felicia focuses on interviewing (mainly) South Africans to build the democracy in […]

The Legacy Project

A Boston native, Asha began playing violin and viola at age six and is a graduate of the New England Conservatory Preparatory School where she studied privately with Boston Symphony Orchestra members Michael Zaretsky and Edward Gazouleas. In 2004, Asha moved to Los Angeles to pursue a full-time music career on her electric 7-string Viper […]

The Legacy Project

Riaan Cruywagen started reading the Afrikaans news on SABC in 1975 and is regarded as one of South Africa’s iconic voices, guiding many through the turbulent 80’s and 90’s. He considers himself a truly proud South African and his legacy lives on as one of the best news anchor’s of modern times. The Legacy Project […]

The Legacy Project

Nolan Watson is a Canadian businessman, humanitarian, and philanthropist. He is known for his contribution to finance innovation in the mining industry. Watson began working in mine finance with Silver Wheaton Corp., where he was named the Chief Financial Officer in 2006 and was the youngest CFO (age 26) of a New York Stock Exchange […]

The Legacy Project

When it comes to building a luxury beauty brand and a world-class range of products, I think Tammy Frazer got a genetic head-start on the rest of us. Her late Grandfather was the great Graham Wulff who founded and built up, with his partner, Oil of Olay, before selling it globally to Richardson Vicks (now […]

The Legacy Project

Roman Rezac is a prolific South African retail entrepreneur with 25 years experience in a constantly evolving environment. He was an International knee-board surfer before he made his passion for beach lifestyle into a career. He opened his first Surf store in 1993 in Durban with borrowed capital and with hard work and perseverance he […]

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 […]

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