Chris Williamson: Why your ladder leans on the wrong wall

ℹ️ EPISODE INFO

Released

December 29, 2025

Duration

2h 27m

Channel

The Diary of a CEO

Watch on YouTube

▶ Open ↗

📝 EPISODE DESCRIPTION

Are you planning 2026 completely wrong? CHRIS WILLIAMSON, Modern Wisdom host, breaks down goal setting errors, procrastination psychology, stress overload, dating mistakes and the ONE strategy that works! Chris Williamson is the host of the Modern Wisdom podcast and a leading voice on men’s development, productivity and the challenges of modern life. He is also the creator of the 3 Minute Monday newsletter, where he shares weekly insights on discipline, focus and meaning. He explains: ◼️Why your goals keep failing you no matter how motivated you feel ◼️The SINGLE question that decides if 2026 is a breakout year ◼️The real reason PROCRASTINATION protects you from success ◼️Why doing less beats trying harder every time ◼️How stress and dating confusion hold men back 00:00 Intro 05:05 Choosing a Productive New Year's Resolution 11:58 The Real Thing You Should Be Doing 19:05 The Idea That "I Will Be Enough When..." 20:00 How to Find Success 23:09 The Hidden and Hurtful Metrics of Success 39:11 The Cost of Alcohol on Your Habits 41:54 If You're Not Okay, You Won't Choose Healthy Habits 46:25 The Biggest Learnings to Stay Consistent 48:29 Burnout, Imposter Syndrome, and Anxiety 53:11 The Two Main Reasons for Procrastination 01:00:43 America and UK: The Differences in Success Approaches 01:05:57 I Wish Britain Celebrated the Success of Its People 01:07:27 Ads 01:08:29 I Never Thought I'd Amounted to Much 01:18:06 How to Know What You Really Want in Life 01:33:41 Modeling What It Means to Be a Good Man 01:38:55 Ads 01:40:57 The Lonely Chapter in Everyone's Lives 01:47:02 Problems Are a Feature of Life, Not a Bug 01:53:06 Psychological Stability in a Partner 01:55:35 The Dating World and Finding a Partner 01:58:27 The One Thing That Will Make You More Attractive 02:02:17 Why You Shouldn't Wait for Anything 02:12:09 The Hardest 12 Months of My Life 02:18:59 The Pleasure in Small Things Follow Chris: YouTube - https://bit.ly/4j1xhIh Instagram - https://bit.ly/3XZ9QFS X - https://bit.ly/3YDcCAJ Follow Chris: YouTube - https://bit.ly/4j1xhIh Instagram - https://bit.ly/3XZ9QFS X - https://bit.ly/3YDcCAJ You can find out more about Chris’ 2026 template, here: https://chriswillx.com/review You can find out more about Chris’ episode with Naval Ravikant, here: https://bit.ly/3MNNyoj The Diary Of A CEO: ◼️Get the 2026 Goal Setting Guide - https://bit.ly/ytgoalsettingguide ◼️Join DOAC circle here - https://doaccircle.com/ ◼️Buy The Diary Of A CEO book here - https://smarturl.it/DOACbook ◼️The 1% Diary is back - limited time only: https://bit.ly/3YFbJbt ◼️The Diary Of A CEO Conversation Cards (Second Edition): https://g2ul0.app.link/f31dsUttKKb ◼️Get email updates - https://bit.ly/diary-of-a-ceo-yt ◼️Follow Steven - https://g2ul0.app.link/gnGqL4IsKKb Sponsors: Pipedrive - https://pipedrive.com/CEO Adobe Express - https://Adobe.Ly/OneBetter Ketone - https://ketone.com/STEVEN for 30% off your subscription order

🎤 SPEAKERS

• Chris Williamson

  guest

• Steven Bartlett

  host

🧾 EPISODE SUMMARY

In this episode of The Diary of a CEO, featuring Chris Williamson and Steven Bartlett, Chris Williamson: Why your ladder leans on the wrong wall explores design 2026: Fewer Goals, Deeper Growth, Start Truly Living Now Chris Williamson joins Steven Bartlett to dissect why most New Year’s resolutions fail and how to design the next 1–3 years so you don’t “climb a huge ladder against the wrong wall.” They advocate using the quiet period between Christmas and New Year for a structured annual review that clarifies what success in 2026 actually looks like and what must be subtracted to make it possible.

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