๐Ÿ‘‹ Work Less (Monday) โ€” October 5, 2026


Work Less Wednesday: October 5

๐Ÿ‘‹ Hey Reader!

This is issue #212 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€œthe week that changed my life - rich diary 004โ€

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Another week another new podcast!

Last week was the 2 year anniversary of Hurricane Helene - which majorly upended my life - so this week for the first time I tell the full story of my insane natural disaster experience.

In addition, I also discuss:

  • latest updates on book proposal
  • i'm seeing 3 shows this week
  • why the founder is the constraint
  • thoughts on ai assistants
  • where to integrate ai into your biz

I welcome any and all feedback - just hit reply and let me know!

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

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


๐ŸŽ™๏ธ 2. ANOTHER Podcast For You - Do our gifts lie in our weaknesses or strengths?โ€‹

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My buddy Patrick McAndrew and I run it back for another long-form conversation.

Hereโ€™s the episode description from Patrick:

This time, the inquiry from Rich is: When should you focus on your strengths or work on your weaknesses? There are periods in life when doubling down on your zone of genius and delegating all else is a rewarding and fruitful way to live. There are other phases of life when we need to confront our weaknesses - the skills or capabilities that are undeveloped and stand in the way of our growth if not addressed.

โ€‹Check it out here.โ€‹

And while youโ€™re at itโ€ฆ

โ€‹The Art of Relating - October 24 + 25 in NYCโ€‹

Patrick is going to be hosting a two-day workshop in NYC later this month called โ€œThe Art of Relating.โ€

A two-day workshop to uncover the patterns that keep you from connecting and expressing yourself freely.

Do youโ€ฆ

  • Leave conversations wishing youโ€™d said what you really meant?
  • Wish the playful, expressive you would show up around other people?
  • Want to speak up without rehearsing every word?
  • Wish you could enjoy a conversation without picking yourself apart afterward?

If you answered yes to any of these questions, this workshop is for you.

Iโ€™ve seen the effects of Patrickโ€™s work firsthand and I can say with 100% conviction this event will be life-changing for the right person.

โ€‹If youโ€™re in NYC (or can get there), here is the link to sign up.โ€‹


๐Ÿ” 3. Short Note I Like - Rick Rubin on Comparison

Comparison is mostly pointless. Michael Jackson was much better at being Michael Jackson, and Prince was probably better at being Prince. You cannot really compare Michael Jackson and Prince, or Kanye and Drake, because they are giving you different experiences. Asking who is better is like asking whose diary entry is better. You do not need to make what someone else makes. You need to make the best version of the thing only you can make.

๐Ÿˆ 4. Life-Changing Medication For My Senior Cat - Adequanโ€‹

Two weeks ago we started my senior cat Larry on a new medication for arthritis called Adequan.

It's currently used mostly for dogs and horses, but some vets are now using it off-label for cats.

After just a few days, we noticed an INCREDIBLE improvement.

He is more mobile and active than he's been in years.

If you have an older cat or a cat with arthritis, highly recommend talking to your vet about Adequan.


๐Ÿ– 5. More Things I'm Into This Week...

๐ŸŽง What Iโ€™m Listening To - Geese - Cobraโ€‹

๐Ÿ“˜ Short Story I Loved Reading - The Man In The Black Suit by Stephen Kingโ€‹

๐Ÿ’ Crazy Coffee Iโ€™m Drinking - Paix Coffee Cherry Slushee - Red Bourbon Colombiaโ€‹

๐Ÿ’ฌ Quote Iโ€™m Ponderingโ€ฆ

โ€œAt your birth a seed is planted. That seed is your uniqueness. It wants to grow, transform itself, and flower to its full potential. It has a natural, assertive energy to it. Your Lifeโ€™s Task is to bring that seed to flower, to express your uniqueness through your work. You have a destiny to fulfill. The stronger you feel and maintain itโ€”as a force, a voice, or in whatever formโ€”the greater your chance for fulfilling this Lifeโ€™s Task and achieving mastery.โ€ - Robert Greene, Masteryโ€‹

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  Private Advisory. Executive coaching for founders & CEOs on 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

Read more from Rich Webster
๐Ÿƒ 3. App For Creative Thinking - Oblique Strategies

Work Less Wednesday: October 29 ๐Ÿ‘‹ Hey Reader! This is issue #214 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€œ5 questions to figure out what you actually want - rich diary 007โ€ After a week off, Iโ€™m back with another pod! This weekโ€™s big question: Do you actually know what you want? When I onboard a new client, one of the first things we try to figure out is what...

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Work Less Wednesday: October 5 ๐Ÿ‘‹ Hey Reader! This is issue #213 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€œthis mindset will make you rich - rich diary 005โ€ This week I have TWO new podcasts for you. First, last weekโ€™s episode, which I didnโ€™t send, but Iโ€™ve received a lot of positive feedback on. In it, I introduce a pattern that Iโ€™ve noticed with my best...

Work Less Wednesday: September 23 ๐Ÿ‘‹ Hey Reader! This is issue #211 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€œhow i deal with people STEALING my work - rich diary 003โ€ Another week another new podcast! Weโ€™re getting into some juicy stuff this week - among other things, this week I discuss: latest update on my book proposal soft launching a new offer what i'm up...