Work Less Wednesday: October 29

👋 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.

🎙️ 1. New Podcast - “5 questions to figure out what you actually want - rich diary 007”

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After a week off, I’m back with another pod!

This week’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 they really want.

Like what are the specific goals or outcomes they're trying to achieve.

The next we do is figure out if the actions they’re taking are consistent with they goal they say they want.

9 times out of 10, they aren't.

I explore into why that happens and how to fix it in this episode.

Among other things, I also discuss:

• book proposal update (meeting editors, choosing a publisher, the timeline)
• 2 apps on complete opposite sides of the brain
• the artist vs the entrepreneur
• my biggest month ever in business (only doing 1:1 work)
• ai and thinking (and why ai will tell you what you want to hear)

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

​You can watch the YouTube (video) version here.​

​Or take me on the go with the Spotify (audio) version.​

🎙️ 2. ANOTHER Podcast For You - The Way of the Artist and the Entrepreneur​

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My buddy Patrick McAndrew and I are back for another long-form conversation - and this one got a lot of love.

I received a bunch of texts after it published saying that it struck a nerve.

The topic: the tension between the artist and the entrepreneur.

Here’s the episode description from Patrick:

I’d be curious what you all think about this one - hit reply and let me know.

​Check it out here.​

🃏3. App For Creative Thinking -Oblique Strategies​

I’ve been testing two new apps this week, one for each side of my brain. 😂

First up, the creative side: Oblique Strategies.

It started as a deck of 100 cards that ambient musician Brian Eno and artist Peter Schmidt created back in 1975.

Each card gives you a perspective or constraint to help with creative thinking.

The original decks are hard to get your hands on, but there’s an app version that I have been playing with all week (it’s a few bucks).

​Grab the app here.​

⏱️4. Time-Tracking App I’m Testing - Rize​

Now for the other side of the brain:

I’ve been testing a time tracking app called Rize.

I’ve been an habitual time tracker for years, but I don’t do it all the time.

My goal with any tool like this is simple:

Show me the patterns, give me the insights, then let me integrate them into my life.

I like Rize because it runs silently in the background and automatically tracks every single window you’re on.

So you can see the difference between what you think you do and what you actually do.

I’m still testing it - if I stick with it for a couple of weeks, I’ll report back and let you know if it bears any fruit.

​Check it out here.​

🖐 5. More Things I'm Into This Week...

🎧 What I’m Listening To - The Big Thief Archive​

✍️ Article Worth Reading - On the Death of Amazon’s Writing Culture by Steve Huynh​

🤖 Tool I Got Early Access To And Am Testing - Claude Duet​

🧘 Meditation App I'm Using - Jhana Retreat​

💬 Quote I’m Pondering…

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How we can work together

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

• 👤 My Substack. My weekly Substack inner entrepreneur discusses the internal side of entrepreneurship - mindset & growth.
• 🎧 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:

• 🤝 Creative Partnership. Results-based 1:1 consulting for creative entrepreneurs + consultants earning $500k-$5m/year.
• 🧠 Private Advisory. Executive coaching for founders & CEOs on strategy, inner work, and influence.

😊 Have a great week - Rich

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