Leadership Quotes

From 600+ conversations with the world’s leading thinkers.

That confidence and perseverance can sometimes lead you to keep charging ahead headfirst, when what's really needed is a pause and a course adjustment. I think that's the challenge when strengths get overused.

Being an entrepreneur, or even running a large organization, is like being a society builder. The system is bigger than any individual. When you build a business, you're architecting and constructing something substantial.

There's an innate tendency in human-beings to sort ourselves by how much we want power. Some of us don't want it at all, some of us are absolutely obsessed with it. The interaction between the individual and the system is therefore critical.

I am a proud Jamaican who can run fast and make people smile. I try to be myself whether I am hanging out with my friends or on the world stage. I try to enjoy life and treat people with respect.

Culture is not aspirational, it's observational. It's not something you and your co-founders sit down, dream-up, put into PowerPoint, and create some posters from. Culture, simply, is how you behave and how you treat your co-founders, employees, and customers.

You can't say, 'I want to change things, I want to lead!' and then say, 'I never want to be wrong, and I never want to fail…' There's no easy answer other than the fact that you have to see the conflict in your own mind and make your own choice.

I'm fortunate that I can make a change that in a very positive way affects a better way of life for many humans as well as all living creatures and our planet while I'm alive and that will live on

the most important thing is to commit your resources, whether it's money or time, to a cause that you're passionate about, whether that is a local school, supporting an environmental project, or helping poor kids in Africa

Each step I've taken was possible not solely through my own efforts but because of the profound support, trust, and camaraderie extended by many others. We've embarked on this journey together, and it's a path of continuous learning for me. I choose to focus on living my life with the intention of making meaningful contributions.

In Silicon Valley there's a sense that there are 30 individuals who are 10x more capable than most people, it's like a power law scaling of talent. If a founder has really succeeded and thrived, people think it's because of their brilliance and because they're at this super far-end of the spectrum. As a result, founders get immense leeway, capital rushes toward them and in some ways that's good.

The hardest part of the job is telling those players that they are not playing, I remember from my playing days how that felt. This is when compassion is an important tool as well.

True innovation requires vision and the courage to take risks. Incrementalism carries little risk, which is why it's so often the path of companies.

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