Tactics and Strategies for a 2025 Reboot — Essentialism and Greg McKeown

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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Links to everything discussed:
https://tim.blog/2025/01/09/personal-reboot-greg-mckeown/

Tim Ferriss is one of Fast Company’s “Most Innovative Business People” and an early-stage tech investor/advisor in Uber, Facebook, Twitter, Shopify, Duolingo, Alibaba, and 50+ other companies. He is also the author of five #1 New York Times and Wall Street Journal bestsellers: The 4-Hour Workweek, The 4-Hour Body, The 4-Hour Chef, Tools of Titans and Tribe of Mentors. The Observer and other media have named him “the Oprah of audio” due to the influence of his podcast, The Tim Ferriss Show, which has exceeded 900 million downloads and been selected for “Best of Apple Podcasts” three years running.

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[00:00] Start
[00:35] Handling destabilizing events and personal turmoil.
[06:33] Writing as therapy and "screaming onto the page."
[09:36] Using Morning Pages and AI tools for personal reflection.
[14:27] Carl Rogers and the power of deep listening.
[17:27] Reviewing the core concepts of Essentialism and Effortless
[22:05] Temporal landmarks and the fresh start effect.
[26:59] Personal quarterly offsites and the importance of direction over speed.
[28:50] The three essential questions for quarterly reviews.
[30:28] Making essential tasks effortless — practical examples and strategies.
[33:25] The law of inverse prioritization — why important things don't get done.
[35:19] Strategies for making tasks simpler — the microburst concept.
[41:38] The courage to be rubbish.
[44:20] Pre-mortems and anticipating obstacles.
[50:10] Michael Phelps' preparation and routine.
[59:02] Rob Dyrdek's systematic approach to life and The Rhythm of Experience.
[01:05:52] Defining what "done" looks like.
[01:08:47] The 1-2-3 method
[01:14:03] Meaning over productivity, and making vs. managing.
[01:22:42] Radical gratitude and finding meaning in suffering.
[01:37:39] Parting thoughts on deep connection and listening.