WORK LESS WEDNESDAY

WLW #198

April 15, 2026

👋 Hey Reader!

This is issue #198 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. How To Charge More Cohort 2 Enrollment Opens Next Week! – Join The Waitlist

Friendly reminder that Cohort 2 of my live cohort-based course 💸 How To Charge More starts on May 4th…

THAT’S IN JUST 3 WEEKS!

We’re opening enrollment next week, but being on my VIP Waitlist will get you:

  • 🗓️ Early Enrollment
  • 💸 Exclusive Discounts
  • 🔥 My Best Deal

👥 And you’ll be in good company, because 1,929 incredible entrepreneurs are already on the VIP waitlist.

What’s the course about?

In 💸 How To Charge More, you’ll install my complete pricing system that transforms how you charge, sell, and position your expertise – so you stop leaving money on the table and start getting paid what your work is actually worth.

In 4 weeks, you’ll learn how to:

💸 Raise your prices by 2-10x. ($10k minimum)

☺️ Lose the fear of charging more.

👥 Attract better clients who happily pay more.

🤝 Sell with confidence & know exactly what to say.

Here’s what some of our clients from last cohort said:

💬 “It is worth the investment to a silly degree – you’ll make it back on a single sales call.”
​

💬 “Genuinely paradigm-shifting – it rewired how I think about money, value, and what I’m actually worth.”

​
​💬 “I was able to immediately start charging more with greater confidence.”

​
​💬 “During the program I increased my revenue by $20k/month.”

​
​💬 “HTCM helped me get the final push I needed to charge more.”

If you’re thinking about enrolling, do yourself a favor and get on the VIP waitlist. More info soon!

💰 2. 21 Rules To Charge Higher Prices – New Substack Post​

Since we’re talking about charging more… I compiled this list of 21 rules after over a decade of pricing obsession.

Here are the first 5:

  1. Sell outcomes. Clients don’t care what you do. They care what they will get. Talk about outcomes – not deliverables, tasks, or time.
  2. High prices create better clients. Cheap and expensive clients take the same amount of energy to manage. People who pay more are more committed, have more clarity, and get better results.
  3. Never lower your prices to win a client. It devalues your best clients, who happily pay in full. It rewards bad clients, who will leave for someone cheaper. If you must negotiate, never lower your prices without taking something away.
  4. If you’re comfortable with your prices, they’re too low. Your rates should increase as you get better. If you’re comfortable with your rates, they probably don’t reflect your work’s current value.
  5. Sell to clients with money. The bigger the client, the greater the value you can create for them, and the more you can charge.

​Read on for the rest.

🎶 3. Website I’m Digging Into – RateYourMusic

Probably extremely, extremely late to the party on this, but one of my clients (thanks Taylor!) shared this site with me recently, and I’ve been obsessed.

RYM is a music database and community that is designed to help you discover new music.

I’ve been going down the rabbit hole uncovering their top-rated albums of specific years and decades.

What I love about it is their top 100 list is nothing like what you’ll find in traditional music publications.

​Highly recommend.

🃏🐟 4. Big Weekend For Me – Magic Prerelease + Phish Sphere Tour

I’m going to be nerding it up this weekend with two of my hobbies:

  1. 🃏 Playing in 3 days of Magic: The Gathering tournaments for the release of the new set.
  2. 🐟 Watching the Phish Sphere livestream.

I was at all 4 Sphere shows in 2024 in Vegas and it was mindblowing. (my Phish show stats)

If you ever have the chance to go, highly recommend it!

🖐 5. More Things I’m Into This Week…

🎧 What I’m Listening To – Hosianna Mantra by Popol Vuh​

📘 Book I’m Reading – The Prosperous Coach by Steve Chandler + Rich Litvin​

🏞️ Brand Identity I’m Digging – Brazil’s New Tourism Logo​

📰 Article I Enjoyed – Reality Is Right Here by Oliver Burkeman​

💬 Quote I’m Pondering…

“If you enter a market and don’t know what to do, watch what everyone else is doing and then do the opposite if you want to be successful. The majority is almost always wrong.” – Earl Nightingale

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:

Subscribe To Work Less Wednesday