Invest Wisely: Evaluate and Adjust

Greg McKeown 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. 200,000 people receive his weekly 1-Minute Wednesday newsletter, and he recently released The Essentialism Planner: A 90-Day Guide to Accomplishing More by Doing Less. 

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Timestamps:

[00:00] Who is Greg McKeown? 

[05:12] Handling destabilizing events and personal turmoil.

[10:47] Writing as therapy and “screaming onto the page.”

[13:35] Using Morning Pages and AI tools for personal reflection.

[17:52] Carl Rogers and the power of deep listening.

[20:33] Reviewing the core concepts of Essentialism and Effortless.

[24:54] Temporal landmarks and the fresh start effect.

[29:25] Personal quarterly offsites and the importance of direction over speed.

[31:13] The three essential questions for quarterly reviews.

[34:16] Making essential tasks effortless — practical examples and strategies.

[37:03] The law of inverse prioritization — why important things don’t get done.

[38:45] Strategies for making tasks simpler — the microburst concept.

[44:37] The courage to be rubbish.

[47:09] Pre-mortems and anticipating obstacles.

[52:37] Michael Phelps’ preparation and routine.

[01:07:31] The 1-2-3 method and defining what “done” looks like.

[01:15:19] Meaning over productivity, and making vs. managing.

[01:23:14] Radical gratitude and finding meaning in suffering.

[01:36:43] Parting thoughts on deep connection and listening.

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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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