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Rich Webster

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

Never lower your prices to win a client
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👋 Work Less Wednesday — March 25, 2026

Work Less Wednesday: March 25 👋 Hey Reader! This is issue #195 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 - Never Lower Your Prices To Win A Client Never lower your prices to win a client. Yes, I said it. There’s more than enough people telling you to keep your prices low. Maybe it’s time you heard from someone who wants you to charge more? Click here to read...

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Work Less Wednesday: March 18 👋 Hey Reader! This is issue #194 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. Paid Workshop I’m Hosting This Friday - “How I’m Using AI In My Business” Last chance to sign up! I’m doing a little workshop for my paid Substack subscribers on Friday about how I’m using AI in my business, right now. This is something I’ve been getting a lot of questions...

Sandro Botticelli, Inferno, Canto XVIII, ca. 1485. The Circle of Fraud

Work Less Wednesday: March 11 👋 Hey Reader! This is issue #193 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. This Week’s Substack Post - Your Inner Compass Got a good one for this week! Right now you have access to an advisor better than any coach, consultant, or therapist. You just keep ignoring it. This week’s Substack post is about how to listen to your inner compass to make...

10 Mantras For Creative Living

Work Less Wednesday: March 4 👋 Hey Reader! This is issue #192 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 Podcast - How Creative Entrepreneurs Close $100k Clients (Playbook) Last week I dropped my first long-form podcast in some time. It’s about how creative entrepreneurs can close $100k to $250k deals. (Yes, it’s possible.) It’s based on my real experience, documenting...

You Need To Be Your Own Agent?

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?...

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Work Less Wednesday: February 18 👋 Hey Reader! This is issue #190 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. Substack Hacked! Update & Special Offer - Watch The 8-Minute Video If you missed the news, last week my Substack got hacked. Here’s what happened: On Thursday evening, I got an email stating that my Substack account email was changed. I was locked out of the account. But...

Work Less Wednesday: February 11 👋 Hey Reader! This is issue #189 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. My Substack Got Hacked - The Latest Update My Substack got hacked 😵 Yesterday around 4pm I got an email that my Substack account email address had been changed. Fortunately I noticed it quickly, but in under two hours the damage was done. Locked out of my account. My list...

Chalk - The Art and Erasure of Cy Twombly

Work Less Wednesday: February 4 👋 Hey Reader! This is issue #188 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. Substack Post I’m Revisiting - How To Be More Agentic by Cate Hall This post went uber viral on Substack in early 2024, but most of you probably haven’t seen it, because you aren’t on Substack. “Agency” has become a buzzword as of late - but how does one become more...

Work Less Wednesday: January 28 👋 Hey Reader! This is issue #187 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. HTCM Cohort 1 Kicked Off This Week - Get On The Waitlist For Cohort 2 This week I kicked off the first cohort of my newest program 💸How To Charge More. And I gotta say, we’re having a blast! If you want to be on the list for our next cohort, just click here and I’ll add you...

 ?Eternal Pursuit of Unhappiness by Ogilvy & Mather

Work Less Wednesday: January 14 👋 Hey Reader! This is issue #186 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 Pricing Workshop Next Week - How To Charge More In 2026 Next week I’m hosting a live workshop called “How To Charge More In 2026.” In the 90 minute session, you’ll learn: The surprising trend I’m seeing in the market going into 2026, based on my work...