Posts
2026-09-29 11:00Meetup
Morning Coffee
AI Literacy Paid
Your (Personal) Future of Work
Most of the questions people ask about AI are asked at the scale of the zeitgeist. Will it replace what I do? What is the future of my
2026-09-09 18:00 · New York CityMeetup
CBS Dinner
How to Find Money
Experts get paid to stay the same
AI Literacy Paid
AI Literacy, Second Cohort
The second cohort of AI Literacy is starting on Tuesday, September 8, at Index in Greenpoint.
2026-08-13 11:00Meetup
Acre Coffee
How to Find Work
Visibility is not the problem. Being general is.
2026-07-29 14:00Meetup
Coffee
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Enlightenment to Romanticism, Cybernetics to Complexity
The shift in the source of light
AI Literacy Paid
Automation and Practice
AI Literacy Masterclass №3
How to Find People
Most outreach advice focuses on finding companies: make a list of targets, research them, pitch them. It rarely works because companies don’t hire you; people do. And
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Complexity by Design Masterclass
July 22, Brooklyn
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Prompts, Introductions
An introduction limits what can happen next. A prompt expands it. We treat introductions as neutral, even kind — a way of easing an encounter. But an introduction actually
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Aesthetics Is Literacy
Most people treat aesthetics as a personal touch. But without literacy, aesthetics is general and never yours. Aesthetics and literacy are the same cognitive act, operating in different
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Curious About the Work, Not the Person
It’s possible to be curious about someone’s work without being curious about them. To study the output, craft, the thing, and never reach the person who
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Move Yourself First
Movement is not something you can hand to another person. You can only transmit a motion you already carry. We talk about leaders who “move” people, about ideas
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56 Prompts for Your Creative Surplus
Week 10 of 10 — Creative Surplus: A Chapter a Week
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What’s left when you can’t use it
On Aesthetics, the general and the specific
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Thirdness and the Efficiency Singularity
Week 9 of 10. Creative Surplus: A Chapter a Week. No technology makes a meaningful exchange any better than it already is. This week covers the most ground
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Self Leadership Instead of Thought Leadership
Thought leadership is a media business. It runs on the economics of attention: a post, a talk, a byline, a quote in someone else’s deck. The currency
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Meaning-Making as Economic Activity
Creative surplus isn’t something you build toward or earn through years of grinding in a job you dislike. It’s the baseline condition of being a thinking,
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From Communities to Circles
Week 8 of 10. Creative Surplus: A Chapter a Week A circle is a band practice for solo artists. In 2019, I set out to build an intentional
AI Literacy Paid
Salon №2: What Actually Evolves
Thoughts after AI Literacy Salon №2
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Integration Is Not Monetization
Week 7 of 10 – Creative Surplus: A Chapter a Week
On Generative Value
Self-leadership begins when we learn to draw a frame without drawing a picture. Every other mode of communication is, in effect, telling people what to do rather
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Integration Is Not Monetization
Week 7 of 10. Creative Surplus: A Chapter a Week Integration is not monetization. It is the act grounded in one’s creativity. Integration is the third movement:
Complexity Design Paid
The Entropy of Creativity
CBS is opening an AI Literacy school in Brooklyn. Learn more → There is a law that governs not just physical systems but human ones: left alone, things fall
AI Literacy Paid
AI, Embodiment, and the Limits of Replication
I recently met myself. Or something that was supposed to be me. Delphi had been trained on my content. ElevenLabs had been trained on my voice. By any
Essays Paid
Putting Language on What You Carry
Week 6 of 10 – Creative Surplus: A Chapter a Week The act of writing and rewriting is creativity. Total clarity is production. Articulation is the second movement: putting
AI Literacy Paid
What Stays Human When the Machine Becomes Fluent
Notes before a salon — May 13, Chinatown.
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How Outsiders Thrive in the AI Economy
Otroversion, solitude, and creative surplus — why individuation is the only thing AI cannot replicate
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The Practice of Discovery
Week 5 of 10 – Creative Surplus: A Chapter a Week In abundance, all we have is philosophy. Discovery is the first movement of creative surplus: paying attention to
Podcast
A Little Death
A Little Death0:00/7301× Most of us are dying a little, all the time. We just don't talk about it. Not literally. Metaphorically. A project
Essays Paid
Motion Without a Line
There is a particular kind of overwhelm that doesn’t feel like being stuck. It feels like the opposite. You’re flooded with energy, with ideas, with urgency.
Essays Paid
Aesthetics Is What Doesn’t Fit
Week 4 of 10 – Creative Surplus: A Chapter a Week A note before we begin. Next week's post opens Part II of this series—the transition
Essays Paid
The Economics of Mutuality
On living practice, self-authorship, and what can’t be optimized
Essays Paid
Against a Personal Brand
There is a version of your life that is working exactly as designed. Your attention flows toward the same kinds of problems. Your professional network reinforces the same
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Design Is Not Production
Week 3 of 10 — Creative Surplus: A Chapter a Week Everything is design, and not all professional design is creative. Design differs from production. This sounds obvious, but
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Flat Work
If your entire professional identity is organized around serving clients, you’ve collapsed yourself into a role. You’ve become the helpful expert. The reliable partner. The one
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Belief
Before You Believe Many Things, You Believe One Version of It
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Why This Matters Now
PSA: I'm excited to announce the first online elective at Critical Business School — A Little Death, with Danya Shults, on endings and what they make room
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The Edge Assumes a Self
The Block essay that Jack Dorsey and Roelof Botha published last week is worth engaging with. The historical arc and the argument that AI can now perform the
AI Literacy Paid
The Fallacy of Being Taught the Fermi Method by an Algorithm
This is a response to a question from AI Literacy Salon #1. If the person I spoke to is reading this, please feel free to respond. If you
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What No One Is Asking For
Week 1 of 10 – Creative Surplus: A Chapter a Week
AI Literacy Paid
Prediction, Ambiguity, and the Limits of Machines
Notes from AI Literacy Salon #1 – March 26, 2026 Most conversations about AI start with what it can do. This one started with what it actually is. At
Complexity Design Paid
The Costly Confusion
The highway can be built. The accidents require something else.
AI Literacy Paid
What We Wish Algorithms Could Predict
In a recent AI Literacy workshop, I asked the prompt: *What do you wish an algorithm could predict?* As the answers moved from the practical towards bigger, harder
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Men in Progress, a Few Months In
Progress or more sophisticated analysis
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The Margin as Center: Derrida, Self-Authorship, and the Work of Creative Surplus
Deconstruction is the act of noticing what you’ve had to set aside about yourself to stay legible. Derrida developed it in the 1960s from a simple observation:
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Beyond Authorship
How We Grow Into Complexity
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Building a Meta Community: 6 Years on
I started a meta-community in early 2020, just before we all stayed at our desks. The goal, as I wrote at the time, was to build a
AI Literacy Paid
AI Literacy Salons
The first salon is on March 26th, in Greenpoint
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Critical Business School
CBS is a school of schools. A space for thinking about thinking — in its actionable sense. A place where thoughtful practitioners can meet others in thinking. One of
Podcast
Being in Space, Ep 10
Linda Booth Sweeney and Leslie Bradshaw
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Resolutions
A month ago, Sarah Boris invited me to write 10 resolutions. I would love to invite you to contribute 10 resolutions for 2026. I am inviting artists, curators,
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Strategy
Who is writing your strategy? How do you navigate your practice and work in a way that aligns with your worldview and personality? Economically, utility is cheaper and
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Personal Economy
Time and attention are all we have. When do you give attention to your own thoughts, and when do you ask others to do the same? When we
Podcast
Being in Space, Ep 9
Stefani Bardin and Jonathon Keats
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Being in Process, Being in Progress
Announcing Men in Progress, new space.
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Design
On limits of planning and the potential of agency
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Meta Design, Announcing CBS 2026
In a world of abundant utility, all we have is self-leadership. All value exists in movement. Any stationary comfort is a leaking boat—creativity drowning in the
Podcast
Being in Space, Ep. 8
Stephanie Pereira and Lisa Maione
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Generalization
The more specialized you are, the more expensive your change will be.
Podcast
Being in Space, Ep 7
Danya Shults and Alma Tetto
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Specialization
Specialization is the worst thing you can do for your career. Computational thinking is the default mode when we cannot connect to the reason (meaning/value) behind our
Podcast
Being in Space, Ep 6
Elissa Ecker
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What is creativity, and why is it important?
What is creativity, and why is it important?
AI Literacy Paid
Inversing AI
On the Personal Politics of AI
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Talking About Work
Thoughts on Recording 10 Podcast Conversations.
Conversation
Being in Space, Ep 5
Neil Theise and Lily Baldwin
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A Living Idea
A living idea gives more the more you engage with it, in the form of value, meaning, and energy. It is not confined to physics, because your mind
Podcast
Being in Space, Ep 4
Todd Berger, and Michael Cina
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Transactional Spaces
Nothing new is created in transactional spaces. These are spaces that operate from a scarcity mindset, which is why they prioritize access and efficiency over value and creativity.
Podcast
Being in Space, Ep 3
Roland Harwood and Joseph Fridman
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Digital Provincialism
Digital provincialism is intentionally moving toward passive information economies and away from self-authorship. It is not only accepting but actively pursuing the snugness of algorithmic duvets. It
Podcast
Being in Space, Ep 2
Adriana Young and Alexa Clay
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Thirdness
Belonging Without Fitting In
AI Literacy
Design and AI: My TEDx Talk
Framing is the new gold, utility is free
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Philosophizing
Optimistic act, Anchored in Realism and Love
Prompt
Being in Space, Ep 1
Marcus Jenal and Sascha Mombartz
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Here
You are in the life you’re designing.
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Being Reductive
Being reductive is being overly simplistic without acknowledging its cost. Thoughtfulness is the intuitive knowledge that there is more, and having the fortitude (self-leadership) and patience to
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Something Interesting, Week 14
Mostly Information Technologies
Complexity Design Paid
Shoulds
People will be people and systems will be systems.
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System of Attention
You are a system of attention, waiting for stimuli and dispatching action. Your attention is a living, moving system, like your body. It must remain free to sense.
Complexity Design
Updated Axioms of Complexity
Welcome to Complexity Design, a section on design and its limits.
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AI Writing Statement
Meaning is not measured in word count
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Harmony
A practice in harmony seeks language for its curiosities and has the rigor to articulate the value of its clarity, once it comes. They innovate at a level
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Something Interesting, Week 13
Thank you for your attention
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Routine
Routine expands time. When we make suggestions to ourselves instead of making a decision, we lose the robustness and mindspace that consistency opens up.
AI Literacy
An Argument Against AGI
And the creativity bend
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Something Interesting, Week 12
Good morning, all.
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Intellectual Fencing
What is the difference between understanding and experiencing?
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Not Caring
Not Caring is an Active State
AI Literacy Paid
Introducing AI Literacy
Welcome to AI literacy, a new section of Being in Space (updated breakdown of sections). It builds on other writing and spaces (On Creativity, What is Work, Everything
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Name-Dropping
Name-dropping assumes a single scale of value and invites judgment. You can name-drop a person to demo your network, or a book to demo your knowledge.
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Something Interesting, Week 11
Good morning all –  Thank you for joining this continuous experiment in blogging. I have been spending more time in Notes this week. Michael is a friend and an
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Art Holds Meaning
Art holds meanings that have yet to be found in words. Next time you find yourself in a place of deep meaning, but one that resists articulation1, consider
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Something Interesting, Week 10
I've posted some old articles I wrote about AI around 10 years ago (apologies for embarrassingly big words and a few broken images). This is ahead
Workshops Paid
Reclaiming Prompts
On the distinction between briefs and prompts.
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Something Interesting, No. 9
Some moments from Substack
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Something Interesting, Week 8
I ride bikes for fun and health. The mental aspect of it is very compelling, and I frequently make references to it (in terms of self-leadership, among
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Mindspace
The ability to multi-lane efforts suffers the most under a scarcity mindset and is necessarily reduced to a reactive, last-in-first-out approach.
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Something Interesting, Week 7
Hello friends, I hope you’re having a good Summer day,
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Self-Leadership
No one is going to remind you to get to know yourself
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Something Interesting, Week 6
Hello all, I'm more of an early-in-the-week blogger, so I'll try to make this a beginning-of-the-week note. This
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Bridges
Building Bridges Between Ambitions and Actions
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Something Interesting, Week 5
Hey all, More music. Trevor Jackson (designer, musician, DJ, artist) released a 3-hour mixtape of UK Rap from 1979 - 1995. I have been following Trevor’s mixes
Links Paid
Something Interesting, Week 4
Hello, friends – I am back on are.na premium, hoping it would stick this time. It’s fun to discover channels like the one below.
Artifacts Paid
Generous Design Postcard
I wrote this manifesto, titled “10 Rules of Generous Design,” in 2018, during a moment of change as I shifted from design and innovation to facilitation and coaching.
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Something Interesting, Week 3
As I blog, I realize that blogging is (or was) magical because there was no need to explain why something was interesting. It just needed to be. Is
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Questions
On 'what-if' and 'should-I' questions
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Something Interesting Week 2
Welcome to week 2 of something interesting. I hope you found (and maybe shared) some interesting things with people on your planet this week. Interesting notes from Sean
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Direction of Thinking
Meaning is a uniquely embodied phenomenon
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Something Interesting Week 1
Welcome
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AI and Money
AI will outpace humans in all structured tasks. If you’re producing repeatable deliverables, you will be automated. What is changing at this particular moment is the definition
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Money
Not all money is the same.
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Jigs
When a ‘nudge’ graduates to ‘jig1,’ it integrates into a system. We are all a system (information, time, value), so is a team or an office floor. Once
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Clarity, Popularity, and Value
Avoiding doing the obvious thing has nothing to do with seniority or how much you know. Without self-authorship, the student and the CEO will share many forms
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People before opportunities.
Work does not define you; you define what work is.
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Mindsets
On Abundance and Scarcity
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All leadership is self-leadership, all knowledge is self-knowledge.
All leadership is self-leadership, all knowledge is self-knowledge. We can’t inspire others without first dropping into a mindful place, which lets us see the beauty
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Being in Space, Book in Process
I have been editing the last few years of Being in Space into a book, which you can now read at https://book.being-in.space Paying subscribers
Dinners Paid
AF Dinner
Second All Fours Dinner
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Generousity
Developing the capacity to be friendly without needing to be friends is the best way to negotiate power and love (Adam Kahane). When we say things with more
Prompt Paid
Meta Thinking (reposted)
I am sharing a piece I wrote for the House of Beautiful Business book, published in 2019. A lot of the ideas are present and alive.
Prompt Paid
Objectivity
Objectivity is another name for clarity. It is a communication mechanism. Something that has not happened yet (future, imagination, an idea) cannot be objective. This realization is liberating
Resources Paid
Prompts for Humans
New App
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Self
Creative Disembodiment
Dinners Paid
All Fours Dinner
Earlier this week, we gathered for dinner to discuss ideas from Miranda July’s All Fours. I’m grateful to everyone who participated and for the wonderful conversation.
Prompt Paid
Networking is Bad for Your Network
Efficiency is Bad for your Time
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Crafting a Self is Immediately Irrelevant
Coaching content often focuses on tweaks and hacks to maximize the self. Promoting accountability and habit formation tricks can risk falling into the territory of ‘shoulds’ and indirectly
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Focus
Focus, like power, is best when it is soft. You need to soften your gaze to see more rather than concentrate more energy into the same frame. Holding
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Flow
Like water, care needs to flow. When blocked by communication channels, economic models, or leadership, it will inevitably create dissonance. In these places, the inner, expansive self can
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Critical Business School, Jan 2025
Post-efficiency World
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Motivation
Meaning and motivation are the same. When we write, we seek to convey meaning. It is the fuel of connection and the currency of creativity. Communication without meaning
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Technology
Technology does not change habits of mind; it amplifies existing ones. If you use AI to write without reframing what you write, you will produce more, weaker words.
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Selves
Leadership is being yourself in new ways. Identifying these ways is the first step in accessing them in different situations or having the conviction to follow them in
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Presence and Consistency
On Professional Mindfulness
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Planning Opportunities
An Oxymoron
Workshops Paid
Time and Attention Workshop
Ahead of a new four-week workshop on Time and Attention Management, I am sharing quotes from previous writings on attention, time, and information. Being generous all the
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Time and Space
Briefs need time; prompts need space.
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Disembodied Creativity
Being yourself is good business.
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Wanting More
Self-authorship cannot exist without self-curiosity.
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Potential
Potential is the invisible ceiling of self-actualization
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Communities
Branded space are audiences, not communities.
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Change
There is no change without an outside-in perspective.
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Integrating
Knowledge is mechanical, meaning is alive.
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Change
Groups, by being groups, resist change
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Plans
Too much planning stifles action. It overextends the world’s influence by collecting information on the current space of possibility, stifling imagination on what might come, and using
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Consistency
Consistency materializes small actions. Anything else will be a campaign for change, which cannot be sustained without external intervention. Change is realized over time. We are surrounded by
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Emergent Meaning
When we look for a traditional scale (the same thing, more people), we look for a common denominator. What is the most legible and sticky version of my
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On Indexes and Standards
An index is a communication meeting point, a way to describe something constantly changing and agree on a temporary pause, an evolutionary truce. If we allow indexes to
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In Process
We live in a culture that takes connectivity for granted but is not incentivized to sense its texture. It has never been easier to use other people’s
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Living Ideas
This week, I am sharing a list of living ideas, which I am now cross-posting from Notion to byed.it (thanks to its new custom domain feature)
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Art and Media
I'm reposting this as part of the editing process I mentioned before, and as the question of ‘what is design without a product’ is as strong
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What is Your Career?
Change happens in the middle ground between meticulous 5-year plans and living in the moment. There is an inherent tension between experiencing the now and imagining more.
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Pivoting
I am responting an older prompt, as I am editing a couple of years of prompts Pivoting is used to describe change, but it is a turn with
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Utility is for Machines
To deliver value (meaning) for others, we need to have access to understand what something means for us. Only when we can articulate the meaning (in a product,
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Everything You Like, You Like For a Reason
Everything you like, you like for a reason. All of those reasons connect with your aesthetics (/intuition). In a personal constitution. Being curious about that place of noticing
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Protected From Change
Taylorist image turned on its head
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Articulation
Communication degrades with efficiency – when trying to communicate thin meaning with too many words, or when running out of patience and space to develop a living idea, and
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Better Signals
There are opportunities for opinions all around us.
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Place of Thinking
A robust place of thinking keeps the world at bay.
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Fixed Utility
Fixed utility is a stationary value. Value is a developmental movement, seeking a new frame and form of thinking that often happens through an overview, a new interpretation
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Convincing
When we onboard people to a point of view (/convince), we make an invisible comment on what is right and what is wrong. Convincing can be generalized as
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Generality
As I take stock of ideas, living and evergreen, I am reminded of approaching ideas as particular or general. Some ideas benefit from context and attention to individuated
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Imagination
Acting on your opinions will necessarily generate dissonance. When deploying a new way of looking at reality, it will discern things, people, and habits. These ideas are part
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Brief, Prompt, Practices
Below is a chapter in progress on the difference between briefs and prompts (for people, not algorithms). I start by posting the earlier text on the difference. These
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The Mission: Self-Actualization
I am slowly putting together longer-form ideas into some shape–maybe an artifact–and will share longer writings here (chapters) for paying members. Self-actualization is being
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Movement
How do we sense movement before we get anywhere? As we see more complexity and how norms limit us with cause-and-effect thinking, we begin to move,
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Changing the world by Changing yourself
If we mean what we say, we will inevitably change the world. The world is made from interconnected and interrelated people, ideas, and places. Communication is the glue
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Texture
Technology is an extension of an efficiency mindset, and efficiency always moves away from meaning and towards scale. AI writing tools and automated social media feeds are the
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Average Value
Value exists despite efficiency and not because of it. When we pursue protocols and tools to reduce friction in production or communication, we hope and measure (QA) that
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Recreational Communication
Value can be recreational or transformational. The most obvious example is information (say in a book, talk, or an email). It can be either side of that dichotomy
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Talking About AI
With more communication about AI, its value, promise, and delivery, I wanted to continue developing the idea of 80/20 Aesthetics. Who is to use AI, why, and
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Verticality
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Communication
This week, I want to open space between reporting facts and sharing meaning. You can think about the difference between the picture and the frame. Instead of putting
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What is Work: Library, Scholarship
Hello, What is Work now has a library page; I will start updating it with books and websites. The last book is From Strength to Strength, which I
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Writing
Writing is thinking, but we are incentivized to do rather than think. If you’re good at what you do, the market (the people you know professionally) will
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Places
We work in places. A place is a location (/medium) where (/a form of) communication happens. It can be an office, Slack community, regular Zoom meetings where people
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2024 Updates
Friends, some updates for 2024; 1 The weekly (prompt) email on Being in Space will be paid moving forward.
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Advice
Belonging comes at a cost, but only if you don’t consider it. Mindful practice is necessary to integrate and not only follow other people’s advice. Advice
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Creativity
Creativity is the ability to be yourself next to others. Creativity is intrinsic; once it is articulated, it moves to production. It is there to be discovered rather
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Branding
Counterintuitively, when it comes to language and ideas, branding operates against aesthetics. If a practitioner’s ideas or activities are alive (developing in opinions with time and people)
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Open Source
Open-source culture puts access above anything else. It does not ask for care or meaning, and by ignoring those aspects of communication, it often stays limited to
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Commodifying
Commodifying the self never pays off. When we optimize every interaction with other people through strict agendas and goal-setting, we effectively limit growth opportunities. Growth only comes
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Articulation
Communication degrades with efficiency — when trying to communicate thin meaning with too many words, or when running out of patience and space to develop a living idea, and
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Signals
Declining self-authorship is the most comprehensive offense to the self. It is an opportunity of the highest order because it informs all other places out in the
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Plateaus
It is easy to think that people pay us for what we make, for producing optimized outputs in a frictionless Configuration. But they pay us for who we
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Choreography
When we choreograph our careers, we look at a scene from the outside, us included. Groups of people and events are plotted on a timeline, resulting in an
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Inquisitive
You can’t be a good leader without knowing yourself. All leadership is self-leadership. Being curious, imaginative, and inquisitive about the meaning the self sees in the
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Dualities
One of the best ways to revive tired words is to identify the tension they are meant to hold. Best explained through an example, we can use the
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Field
Continuous integration invites playing in a changing area. And, of course, even if we opt for a more stable path, the field is constantly changing. Irrespective of a
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Obviousness
Saying the obvious or the quickly understood is easy and friction-free. Doll, maybe. It holds less value than is expected; it asks for nothing and gives nothing