The Power of Directional Documents

Brought to you by AG1 all-in-one nutritional supplement, Helix Sleep premium mattresses, and Momentous high-quality supplements.

Greg McKeown (@GregoryMcKeown) is the author of two New York Times bestsellers, Essentialism: The Disciplined Pursuit of Less and Effortless: Make It Easier to Do What Matters Most. Together they have sold more than two million copies in 37 languages. He is also a speaker, host of The Greg McKeown Podcast and founder of The Essentialism Academy with students from 96 countries. More than 175,000 people have signed up to his 1-Minute Wednesday newsletter.

He is currently doing a doctorate at The University of Cambridge, and he is easily one of my favorite thinkers on all things related to effectiveness, efficiency, and—at the end of the day—quality of life. 

Greg is originally from London, England, and he and his wife Anna are parents to four children.

Please enjoy!

This episode is brought to you by Helix Sleep! Helix was selected as the best overall mattress of 2022 by GQ magazine, Wired, and Apartment Therapy. With Helix, there’s a specific mattress to meet each and every body’s unique comfort needs. Just take their quiz—only two minutes to complete—that matches your body type and sleep preferences to the perfect mattress for you. They have a 10-year warranty, and you get to try it out for a hundred nights, risk-free. They’ll even pick it up from you if you don’t love it. And now, Helix is offering 20% off all mattress orders plus two free pillows at HelixSleep.com/Tim.

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This episode is also brought to you by Momentous high-quality supplements! Momentous offers high-quality supplements and products across a broad spectrum of categories, and I’ve been testing their products for months now. I’ve been using their magnesium threonate, apigenin, and L-theanine daily, all of which have helped me improve the onset, quality, and duration of my sleep. I’ve also been using Momentous creatine, and while it certainly helps physical performance, including poundage or wattage in sports, I use it primarily for mental performance (short-term memory, etc.).

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[00:00] Start

[10:02] How 2023 informed 2024’s highest priorities.

[16:09] Greg’s system for effortless execution of daily tasks.

[27:42] Directional documents, shameless repentance, and shifting success.

[36:53] Poetic mysticism and matchmaking introspection.

[41:51] What compass guides you toward purpose?

[45:10] The truth as a path to your best possible future.

[50:34] Maslow’s forgotten pinnacle of self-transcendence.

[54:28] Why self-actualization is an insufficient foundation for meaningful relationships.

[1:03:09] Recommended reading for relationship cultivation.

[1:07:43] A true, bittersweet tale of progressively deepening love.

[1:13:28] The benefits of treating social media as an option rather than an obligation.

[1:16:12] AI: good servant, poor master.

[1:17:23] Blocking time for a top priority.

[1:27:55] “It’s the tools, stupid.”

[1:30:56] Embracing the constraints that stack the decks in your favor.

[1:35:41] How to sign up for Greg’s free “Less, But Better” 30-day email program.

[1:37:09] Employing the George Costanza opposite life hack.

[1:40:53] Parting thoughts.

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Past guests on The Tim Ferriss Show include Jerry Seinfeld, Hugh Jackman, Dr. Jane Goodall, LeBron James, Kevin Hart, Doris Kearns Goodwin, Jamie Foxx, Matthew McConaughey, Esther Perel, Elizabeth Gilbert, Terry Crews, Sia, Yuval Noah Harari, Malcolm Gladwell, Madeleine Albright, Cheryl Strayed, Jim Collins, Mary Karr, Maria Popova, Sam Harris, Michael Phelps, Bob Iger, Edward Norton, Arnold Schwarzenegger, Neil Strauss, Ken Burns, Maria Sharapova, Marc Andreessen, Neil Gaiman, Neil de Grasse Tyson, Jocko Willink, Daniel Ek, Kelly Slater, Dr. Peter Attia, Seth Godin, Howard Marks, Dr. Brené Brown, Eric Schmidt, Michael Lewis, Joe Gebbia, Michael Pollan, Dr. Jordan Peterson, Vince Vaughn, Brian Koppelman, Ramit Sethi, Dax Shepard, Tony Robbins, Jim Dethmer, Dan Harris, Ray Dalio, Naval Ravikant, Vitalik Buterin, Elizabeth Lesser, Amanda Palmer, Katie Haun, Sir Richard Branson, Chuck Palahniuk, Arianna Huffington, Reid Hoffman, Bill Burr, Whitney Cummings, Rick Rubin, Dr. Vivek Murthy, Darren Aronofsky, Margaret Atwood, Mark Zuckerberg, Peter Thiel, Dr. Gabor Maté, Anne Lamott, Sarah Silverman, Dr. Andrew Huberman, and many more.

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