WORK LESS WEDNESDAY

WLW #194

March 18, 2026

👋 Hey Reader!

This is issue #194 of Work Less Wednesday, where I share with you 5 things you should know about, in 5 minutes or less. That leaves you with 10,075 other minutes this week.

🤖 1. Paid Workshop I’m Hosting This Friday – “How I’m Using AI In My Business”

Last chance to sign up!​

I’m doing a little workshop for my paid Substack subscribers on Friday about how I’m using AI in my business, right now.

This is something I’ve been getting a lot of questions about.

I’m going to break down some of the tools I’m using and how I’m using them.

I have a pretty high bar for AI, so all the workflows I’m going to share are actually going to do something, not just make you feel productive.

We’ll cover all this, plus more:

  • My “commandments of AI” that I teach to all of my clients.
  • What I consider to be the most important asset you have in your business to leverage with AI (you have them, and you’re probably not using them).
  • How I use AI to get inspiration to create my content and writing.
  • The tool I use to speed up my writing process by 300% (don’t worry – I’m not outsourcing my writing to AI).
  • And finally, my most-requested workflow – how I’m creating viral images for social media.

​Sign up for the paid tier; $15 a month to get access (cancel anytime).

🤖 2. The Main Problem With AI – Sloperators by Adam Delehanty​

As a supplement to my AI workshop story above, I want to share this article from Adam Delahanty.

I think it perfectly articulates why so many people (myself included) are feeling like AI is making the internet worse.

The fundamental point is that AI is a tool that applies leverage.

And it’s impact is defined by this equation:

Baseline × Leverage

From the article:

“The Baseline is you.

  • Your IQ
  • Your taste
  • Your curiosity
  • Your knowledge
  • Your capacity for reflection

Leverage is everything that amplifies you:

  • Internet media and distribution channels
  • Communities & networks you’re actively a part of
  • AI tools, the latest models
  • Education (traditional and otherwise)
  • Code (though I’m not covering that as much today)”

And this is what creates today’s problem.

sloperator

Providing a high leverage tool to a large group of people with a low baseline means it feels like everything is getting worse.

​Read the full article here.

📘 3. Book I’m Re-Reading – Slack by Tom DeMarco

I’m currently returning to a book I read and featured in Work Less Wednesday a few years ago.

This one was originally recommended by Basecamp co-founder Jason Fried.

Originally written in 2021, Slack: Getting Past Burnout, Busywork, and the Myth of Total Efficiency is about creating space in your business.

As I’m currently helping multiple clients navigate the challenges that come with rapidly expanding teams, I recommended this book to them and I’m revisiting it myself.

With AI seemingly creating more work than less work, it feels highly relevant to all entrepreneurs.

​If you want a quick summary, this is a great primer.​

​Check out the full book here.

🎧 4. Great Podcast I Listened To This Week – The Age Of The Sublime with Robert Greene

Great conversation with bestselling author of The 48 Laws of Power Robert Greene about the topic of his new book: the sublime.

After suffering a stroke that made typing difficult, he spent the last seven years writing a book about the sublime by hand.

The podcast covers:

  • We talk about why our minds are shrinking to the size of phones despite the sublimity around us
  • The mystery of consciousness
  • His views on AI
  • How to reclaim a sense of awe in modern life
  • and lots more.

Check out the YouTube video here or the article version here.

🖐 5. More Things I’m Into This Week…

🧭 ICYMI: Last Week’s Substack Article – You Inner Compass​

🎨 Short Read On Art I Enjoyed – 35 Sentences On Conceptual Art By Sol LeWitt​

🗞️ Interesting Article On Meditation From An Obsessed Practitioner – Random Opinions About The Path​

👥 Cool Video Explaining “Self-Managing Teams” – How Buurtzorg Works​

💬 Quote I’m Pondering…

“The beauty of our intuition is that it will not lie to us. The inescapable horror of our intuition is that we may not like what it tells us.” – Catherine Shannon

How we can work together

When you’re ready, here are two free ways I can help you:

  • 👤 My Substack. My weekly Substack inner entrepreneur discusses the internal side of entrepreneurship – mindset & growth.
  • 🎧 My Podcast. Listen to or watch my free podcast The Rich Webster Show. It is an unfiltered look behind the scenes at my life and work.

And two paid engagements:

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