Lewis HowesYour Personal 24/7 Greatness Coach

“I Coach 4 Billionaires, Here’s What I Learned”

27 Nov 2025 · 0 min

Watch on YouTube

0:28

In this segment, the speaker shares his experience coaching four billionaires through weekly conversations, a service that commands a $1 million annual fee. He emphasizes that the core lesson he has extracted from these high‑net‑worth clients is the power of assertiveness: actively positioning oneself in situations and trusting one's ability to navigate them. Citing Jeff Bezos, he highlights that Amazon’s success stemmed from making decisions with only about 60 % of the information, rejecting the common belief that one must have 100 % certainty before acting. The speaker argues that to effect world‑changing outcomes, one must be proactive, assertive, and comfortable operating with incomplete data.

I actively coach four billionaires. These are people I talk to every week. It's a million dollars a year. The one thing that I learned from them, it's actually assertiveness. They assert themselves into situations because they believe they'll figure it out. Jeff Bezos says that what made Amazon so successful was that they made decisions with only 60% of the information. Most people, they think they need to have 100% before they go, you're never going to have it. If you want to change the world, you have to assert yourself into the world. You can't be a passive person. You have to have high agents.