Work Less Wednesday: September 10

👋 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:

1. 🤝 You’ll have your 1:1 deep dive onboarding with me ON YOUR CALENDAR in the next week.
2. 🔍 I’ll audit your entire business, and give you an exact plan for what to focus on to grow your biz.
3. 🧠 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)​

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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.)​

​Podcast version here.​

🎙️ 2. Creative Exercise I Enjoyed - 9 Creative Meditations by Yancey Strickler​

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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."

​Watch it here.​

🔖 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:

1. Substack
2. YouTube
3. Instagram (I spend the most time on here, but consume the least).
4. Twitter

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

Reggie James @HipCityReg A culture of instant gratification cannot produce anything eternal 12:20 PM • Aug 28, 2025 57 Retweets 312 Likes Read 7 replies

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💬 Quote I’m Pondering…

How we can work together

When you’re ready, here are 2 free ways I can help you:

1. 🎧 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.
2. 🛠️ 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:

1. 🏖 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)
2. 🧪 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.