๐Ÿ‘‹ Work Less (Friday) โ€” September 11, 2026


Work Less Wednesday: September 10

๐Ÿ‘‹ Hey Reader!

This is issue #208 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.


๐ŸŽ™๏ธ 1. New Podcast - โ€œbiz update, book proposal, plateauing, ai-proof skills - rich diary 001โ€โ€‹

video previewโ€‹

Got a fun one this week - Iโ€™m trying something new!

New podcast format - a business + life update from me.

Among other things, i discuss:

  • Latest updates on my business
  • What content stuff i'm up to
  • Book proposal i've been working on
  • Hitting plateaus in life and business
  • Building ai-proof skills

PLEASE! let me know what you think and if there's anything you'd like to hear me talk about.

If these resonate i'll keep doing them weekly.

โ€‹You can watch the YouTube (video) version here.โ€‹

โ€‹Or take me on the go with the Spotify (audio) version.โ€‹


๐Ÿค‘ 2. What Would You Do With A Billion Dollars? - Substack by Kevin Kellyโ€‹

When people ask Kevin Kelly for live advice, he gives them this prompt:

โ€œImagine I am a wizard with a magic wand. I wave it over you and now you have a billion dollars. What would you do with your life? The price of things is no longer material. What do you use the money for?โ€

What you realize pretty quickly is you can satisfy all your material wants before the billion runs out.

Once thatโ€™s done, youโ€™re left with the REAL question:

What do I want to do?

As he points out: โ€œThe point of my exercise is that most peopleโ€™s dreams are not gated by money.โ€

โ€‹Read on for his thoughts on what to do about it.

(Itโ€™s a short read.)


๐Ÿ‘น 3. My Ongoing Interest In Hieronymus Bosch Themed Content

I've always been drawn to the Garden of Earthly Delights by Hieronymus Bosch.

I had a poster of it in my room for many years and itโ€™s just something I always come back to.

The reason Iโ€™m telling you this is Iโ€™ve recently been enjoying some Garden-themed art and itโ€™s been an interesting rabbit hole.

First, this video game set in the world of the painting:

video previewโ€‹

The trailer looks super cool, hopefully it can live up to the premise.

Second, Iโ€™m currently re-reading the book Hollow by B. Catling.

Amazon describes it as, โ€œAn epic odyssey following a group of mercenaries hired to deliver a church's ultimate power-a sacred oracle-as the decadence of carnival gives way to the gravity of lent and the mystic landscape grows ravenous - all set within a Bosch painting.โ€

Worth checking out if that sounds interesting to you.



๐Ÿ– 4. More Things I'm Into This Week...

๐Ÿ‘ค Microsite I Enjoyed Playing With - Any Human Everโ€‹

โœ๏ธ Seth Godin Post I Liked - Fertilizing The Weedsโ€‹

๐Ÿ“– Comic Iโ€™m (Still) Reading - Berserk (Itโ€™s Still Insane)โ€‹

๐Ÿ’ฌ Image Iโ€™m Pondering - From Khaden Hayward on IGโ€‹


โ€‹
How we can work together

When youโ€™re ready, here are two free ways I can help you:

  • ๐Ÿ‘ค My Substack. My weekly Substack inner entrepreneur discusses the internal side of entrepreneurship - mindset & growth.
  • ๐ŸŽง 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 you can work with me here:

  • ๐Ÿค Creative Partnership. I work closely with high-level creative entrepreneurs + consultants to hit their first (or next) million in revenue.
  • ๐Ÿง  Advisory. Custom advisory services to select brands, leaders, and companies on creative strategy, inner work, and influence.

๐Ÿ˜Š Have a great week - Rich

P.S. Did someone forward this to you? Subscribe here.

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 ๐Ÿ–๏ธHow To Work Less. 32k read my newsletter. โฌ‡๏ธ

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