WORK LESS WEDNESDAY

WLW #199

April 22, 2026

👋 Hey Reader!

This is issue #199 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. I’m Hosting A Free Workshop Friday – “How To Charge More In 2026”

To celebrate the upcoming launch of How To Charge More Cohort 2, I’m hosting a free workshop called “How To 2-10X Your Prices In 2026.

It will take place THIS FRIDAY, April 24th at 12pm EST.

Here’s what I’m planning on sharing:

✅ What I’m seeing in the market (based on my work with high-level clients)

✅ What those clients are doing to close $10k-$250k deals, right now!

✅ The 4 steps to structure your business to charge way more in 2026

If you’d like to attend, you can register for free here.

Just a heads up, this won’t be recorded, so just us live if you want the insights.

P.S. When I taught it in January this was some of the feedback:

“I wish I learned this years ago.”

“Wow… um, I could have saved so much heartache with this.”

“Masterfully delivered”

“THIS IS SO GOOD.”

Register here.


💸 2. How To Charge More Cohort 2 – Enrollment Opens Tomorrow!

And since we’re talking about charging more money…

Enrollment for 💸How To Charge More Cohort 2 starts TOMORROW!

Over the 4 week program, you’ll:

💸 Raise the price of your offer OR launch a brand new high-price, high-value offer ($10k minimum)

☺️ Lose the fear of charging more and unlearn the limiting beliefs blocking you from higher prices.

👥 Attract better clients who value your expertise and happily pay for it.

🤝 Sell with confidence, knowing exactly what to say, how to say it, and what your work is truly worth.

P.S. If you want a sneak peek, here’s a 7 minute video explaining what we’ll do.

We’ve already got a killer group of new and returning students joining us for the next cohort (from Early Enrollment).

Hope to see you in there!


🏅 3. Short Video I Enjoyed – The Fear Of Enjoying Your Life

Awesome video about Olympic gold medalist Alysa Liu’s retirement and return to skating.

The video focuses on this question:

Are you taking action in your life because you’re afraid of what might happen if you stop?

Or are you doing it because you genuinely enjoy the process?

Watch it.

😵 4. Why You Shouldn’t Trust Algorithms – Tweet from Arclev

This tweet should be all the data you need to see to realize that any app with an algorithmic feed isn’t here to help you.

🖐 5. More Things I’m Into This Week…

🎧 What I’m Listening To/Watching – Phish Live At Sphere – 4/17/2026 – Light

📊 Incredible Collection Of Cool Diagrams From Over Time – Research | Diagram, Curated by Laura Sisisterra

📺 Show We’re Watching – Love On The Spectrum (S4)

📕 Book I’m Revisiting – The Road Less Stupid: Advice From The Chairman Of The Board by Keith J. Cunningham

💬 Quote I’m Pondering…

“A crooked tree lives its own life, but a straight tree is turned into wood.” – Chinese Proverb


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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