WORK LESS WEDNESDAY
WLW #199
👋 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.”
💸 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?
😵 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:
- 💸 How To Charge More (COHORT 2 – MAY 4). Live cohort for entrepreneurs who want to scale their business by charging higher prices.
- 🤝 Creative Partnership (1:1). I work closely with high-level creative entrepreneurs + consultants to hit their first (or next) million in revenue.