👋 Work Less Wednesday — February 25, 2026


Work Less Wednesday: February 25

👋 Hey Reader!

This is issue #191 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. New Substack Post - You Need To Be Your Own Agent

My first Substack post in over a month (since getting hacked!).

This one starts with this question:

If you had the BEST agent in the world to sell your work on your behalf, what price do you think they could charge? Double? Triple? 10x?

If so, then the question you should ask yourself is…

WHY AREN’T YOU CHARGING THAT PRICE?

That is The Agent Gap.

It is the gap between what you COULD charge, and what you ARE charging, if you could advocate for your work more effectively.

Read the post to find out how to close that gap.


💸 2. How To Charge More Cohort 1 Is Wrapped! - Join The Waitlist For Cohort 2!

This week, we wrapped our first cohort of my new program, 💸 How to Charge More.

It was epic.

We had an incredible group of entrepreneurs come together to learn how to scale their business through charging higher prices.

Here are what a couple students had to say about their experience:

  • I’ve gone from $24K a month to $44K a month just doing the course, and I’m at the tip of the iceberg on implementing what it teaches. It is worth the time. And it is worth the investment to a silly degree - you’ll make it back on a single sales call.” - Taylor
  • The real value isn’t the tactics - though those are excellent. The real value is the inner work. Rich helped me see the things that were holding me back. My relationship with money. My limiting beliefs about what’s even possible to charge. He made the invisible visible.” - Patrick
  • $8k/month! Paid on Monday 🎉 Min 3 month. But the first month we have an onboarding fee so $25.5K total” - Alex
  • So far this month (Feb 19), I’ve already brought in $30k. Thanks Rich! You’re the best investment I’ve made in my business to date!! ” - Brooke

In April, we will be kicking off our second cohort of 💸 How to Charge More.

If you’ve been waiting on the sidelines, now is your chance.

Click here to join the waitlist.

That way, you’ll be notified as soon as the doors open for enrollment.


📖 3. Classic Literature I’m Reading - 100 Days Of Dante

This week I started a fun new challenge.

It’s called 100 Days of Dante and it is the world’s largest Dante reading group.

Here’s how it works:

Every day you read one canto of Dante’s The Divine Comedy.

You’re given an email with the reading, as well as discussion questions and a YouTube video with a scholar discussing the passage.

I’ve always wanted to read Dante and this felt like a perfect bite-sized way to get started.

You can check it out here.


👤 4. Reminder: My Substack Got Hacked - Grab A Year Of Inner Entrepreneur + More For $200!

As a quick reminder, my Substack got hacked the other week.

It was not pretty.

In under two hours, the hacker entered my account and:

  • 🗑️ Deleted all 8,000 of my email subscribers.
  • 📬 Replaced the list with a spam list.
  • 💸 Refunded nearly $5,600 of paid subscriptions.

In order to help offset the losses. I’m offering a fun deal to my readers:

💸 SPECIAL OFFER: Inner Entrepreneur $200 Deal

Sign up for a Founding Membership for my Inner Entrepreneur Substack for just $200 and you’ll get:

  1. 👤 ONE YEAR subscription to Inner Entrepreneur ($150 value)
  2. 🏖️ INSTANT access to WorkLessOS™ Beta ($500 value)
  3. 🤖 Bonus March Workshop: “How I’m Using AI In My Business” ($150 value)

✅ Click here to sign up: https://richwebz.substack.com/

(Watch the Loom video for the full details)


🖐 5. More Things I'm Into This Week...

🎧 Album I’m Listening To - Dire Straits, Dire Straits

📰 Article I Loved Reading - Do Less by Cate Hall

🎬 Movie I Liked This Week - Springsteen: Deliver Me From Nowhere

📸 IG Post I Like - Stress Is Caused By Incongruence

💬 Quote I’m Pondering…

“When someone is critical of something you make, usually it’s more about them than it is about you.” - Rick Rubin


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:


😊 Have a great week - Rich

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P.P.S. Thank you for trusting me with your time. If these emails ever turn into a burden, I encourage you to unsubscribe from Work Less Wednesday.

Rich Webster

13 years in recovery. Two $500k/y businesses. Creator of 🏖️How To Work Less. 32k read my newsletter. ⬇️

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