WORK LESS WEDNESDAY
WLW #171
👋 Hey Reader!
This is issue #171 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.
Before we get started, a quick reminder:
Enrollment for the Lab is open this week.
If you’re a creative solopreneur who wants to grow their business, click here and I’ll give you all the details.
If you sign up before September 12th, here’s what happens:
- 🤝 You’ll have your 1:1 deep dive onboarding with me ON YOUR CALENDAR in the next week.
- 🔍 I’ll audit your entire business, and give you an exact plan for what to focus on to grow your biz.
- 🧠 And the best thing? You’ll get me as a “co-founder without the shares” for your business for the next year.
Click here to learn more. Doors close September 12 @ midnight. 5 slots.
🎙️ 1. New Podcast – How To Charge More (Without Working Harder)
Just this month my clients:
- Closed two $96k deals (podcast production)
- Closed a $25k/month retainer (graphic design)
- Closed a $25k/month retainer (marketing for blue collar biz)
- Closed a $53k project (web development)
They’re just normal people.
Yes, they’re great at what they do.
But you probably are too.
In this week’s video, I explain how they did it (and you can too.)
🎙️ 2. Creative Exercise I Enjoyed – 9 Creative Meditations by Yancey Strickler
Cool YouTube video from Kickstarter CEO Yancey Strickler.
Here’s the description:
“Earlier this year I (Yancey) was invited to give a talk to a group of artists, and specifically asked to reflect on my creative career to date.
When I looked back on my projects in response to this invitation, I was surprised to find a clear set of learnings — many of which I hadn’t noticed before.
Nine observations emerged almost immediately felt like all creative people might benefit from hearing.”
🔖 3. Where I’ve Been Spending More Of My Time Online – Substack
I feel like I’m late to be a cool early adopter when it comes to this.
But if I had to rank my current media enjoyment by platform it would be:
- Substack
- YouTube
- Instagram (I spend the most time on here, but consume the least).
I’m getting the most value by far from Substack right now.
I’d like to invite you to follow me…
Just in case something happens.
🐲 4. Unique Thing I Did Last Week – Played Dungeons & Dragons For The First Time
Last week I played Dungeons and Dragons for the first time.
It was pretty fun.
I played a Level 10 Paladin named “Valorous Seraphim Goldenmace” lol.

This was the setup:

I played with a pretty experienced crew who have been playing together for a long time, they taught me the ropes.
I really enjoyed:
- 🎲 Rolling dice. (I bought this set from Amazon – so cool)

I need to get better at:
- 🧙 Roleplaying. 😆
Going back for round 2 tonight, wish me luck!
🖐 5. More Things I’m Into This Week…
📔 Book I’m Reading – The Power Of Focusing by Ann Weiser Cornell
🧱 LEGO I Built This Week – Philly LOVE
📰 Article I Liked – Performative Grind Culture & The 9-9-6
🐦 Tweet I Liked – From Reggie James
💬 Quote I’m Pondering…
“Missing a train is only painful if you run after it! Likewise, not matching the idea of success others expect from you is only painful if that’s what you are seeking.”
– Nassim Nicholas Taleb, The Black Swan: The Impact of the Highly Improbable
How we can work together
When you’re ready, here are 2 free ways I can help you:
- 🎧 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.
- 🛠️ 6-Figure Solopreneur Systems. Free email course. Steal the exact systems I used to run TWO multi-six-figure solo businesses in under 20 hours a week.
And 2 paid engagements:
- 🏖 How To Work Less. From 2012-2023, I built a design agency that made me $500k/year, working 10 hours a week. 🏖How To Work Less gives the playbook. Enrolling now. (400+ past students. 5 stars)
- 🧪 The Lab. I advise and mentor 6-7 figure Creative Solopreneurs. If you want to work closely with me (i.e. we speak 1-2 times a week), watch this video, the follow the instructions.