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Modern Wisdom

#999 - 21 Lessons from 999 Episodes - Naval Ravikant, Roger Federer & Vincent van Gogh

Modern Wisdom

Chris Williamson

Society & Culture, Health & Fitness

4.74.6K Ratings

🗓️ 27 September 2025

⏱️ 115 minutes

🧾️ Download transcript

Summary

To celebrate 999, almost 1000, episodes of Modern Wisdom, I broke down some of my favourite lessons, insights and quotes from the last hundred episodes. Expect to learn how 999 episodes of Modern Wisdom have reshaped my understanding of happiness, success and relationships, what i've learned on losing points from Naval Ravikant & Roger Federer, the best isnights on self-belief from Vincent van Gogh, what Viktor Frankl’s paradox of meaning versus pleasure means to me, the biggest insights I've gained over 7 years and 1 billion plays, why lowering your threshold for joy makes you stronger, how busyness can act as an emotional gastric band, the paradox men face between ambition and self-acceptance, how our culture rewires romantic attraction around emotional unavailability, and much more... Sponsors: See discounts for all the products I use and recommend: https://chriswillx.com/deals Get 15% off your first order of Intake’s magnetic nasal strips at https://intakebreathing.com/modernwisdom Get 15% off any Saily data plan at https://saily.com/modernwisdom Sign up for a one-dollar-per-month trial period from Shopify at https://shopify.com/modernwisdom Timestamps: (0:00) Ringing in 999 Videos (4:39) Why We Need to Take Pleasure in the Small Things (11:08) Productivity is the Same as Gastric Band Surgery (20:59) Every Man Needs Love to Thrive (31:16) How Can We Find Balance in Meaning and Pleasure? (39:22) Uncertainty is a Roadblock to Happiness (46:22) Is Modern Romance Culture Pushing Woman to Pick Emotionally Unavailable Men? (01:03:25) Is Declining Birth Rate the Newest Cassandra Complex? (01:18:42) 7 Lessons About Worrying and Overthinking (01:29:07) How Can We Slow Down Time? (01:38:24) We Need to Escape Our Old Self to Embrace Our New One (01:45:27) Errors in Hesitation are Equal to Errors in Action (01:50:41) Onwards and Upwards Extra Stuff: Get my free reading list of 100 books to read before you die: https://chriswillx.com/books Try my productivity energy drink Neutonic: https://neutonic.com/modernwisdom Episodes You Might Enjoy: #577 - David Goggins - This Is How To Master Your Life: https://tinyurl.com/43hv6y59 #712 - Dr Jordan Peterson - How To Destroy Your Negative Beliefs: https://tinyurl.com/2rtz7avf #700 - Dr Andrew Huberman - The Secret Tools To Hack Your Brain: https://tinyurl.com/3ccn5vkp - Get In Touch: Instagram: https://www.instagram.com/chriswillx Twitter: https://www.twitter.com/chriswillx YouTube: https://www.youtube.com/modernwisdompodcast Email: https://chriswillx.com/contact - Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0

99 episodes.

0:09.0

I don't know what to say, really.

0:12.0

It's a lot and I wouldn't have thought that it was even half that number

0:19.0

if it hadn't been for the fact that they were all

0:21.5

recorded and numbered and on Monday episode 1000 goes live with Matthew McConaughey on the biggest

0:28.7

video wall in Texas with the real life airstream reversed onto the set and I'm about to go on tour

0:37.3

so it kind of all feels there's a lot of chaos happening at the moment.

0:41.0

It's very exciting.

0:43.0

But it's been interesting getting to do this, preparing for this episode and sort of reflecting

0:49.3

on seven and a half years of not really knowing what I'm doing and hoping that something good and

1:01.2

useful comes out of it and we just crossed a billion plays which is also very flattering

1:09.6

but it's felt like a period of reflection. And today I'm going to take

1:13.7

you through some of the best lessons that I think I've ever learned. And it's from the last 100

1:19.2

episodes only, or since February time, stuff from the newsletter, things that I've read,

1:25.1

ideas that I've taken from the podcast. But I've worked really hard. So if this, if 999 is a flop, we'll just throw this one in the bin, chalk it up that I fucked it. And McConaughey's phenomenal on Monday. So it just, but I think this one's really special. I hope it's going to be. I did mention I'm going on tour. A lot of those shows are sold out. So Toronto is sold out. Los Angeles is sold out. Austin. No, Nashville sold out and Vancouver all sold out. But there are still tickets available. If you want to go and see me on tour, Chris Williamson. Live. I'm doing New York on Thursday, October 23rd at the town hall. I am doing tour that sold out. All of those are sold out Boston. I'm doing New York on Thursday, October 23rd at the town hall. I am doing tour. That sold out,

2:03.3

all of those are sold out, Boston at the Wilbur, Thursday, November 13th. Chicago at the Vic, Friday,

2:08.4

November 14th. Austin at the Paramount, the adopted hometown show on Thursday, November 20th.

2:14.6

Salt Lake City, the complex, Thursday, December 4th. Denver at the Paramount Theatre, Friday, December 5th. And that's it, because Vancouver's sold out. All of those are available now at Chris Williamson. Live. So you can go and get those tickets. It's a huge show. It's sold out in London. It sold out in Australia. It's an hour and a half long of just me.

2:34.7

Zach Tallander is warming up playing music. There's a Q&A at the end. There's meet and greet.

2:38.1

There's, it's all happening. So go and get your tickets now. Also, I wanted to give you a gift

2:44.9

in true British fashion, try and give back after giving 99 episodes. I have made a playlist of

2:56.3

music. This has been something that's been requested for quite a while, and I've made the

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