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Helping founders, creatives, and professionals become irreplaceable in the Age of AI || Subscribe: forever free 2x deep dives, community events, and free Active Prompt Vault (+ more AI & marketing tools).

Platform
Substack
PricingOnly free issuesPublishesTwice weekly
Issues163Founded2 years agoLast Issuea month ago
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unpromptable.substack.com
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Latest Issues

Substack's AI Detector Is Automating Away Discernment

TLDR: Substack added an AI detector built by Pangram, and most of the argument since has been about accuracy. I don’t think that’s the useful question. My collaborator asked her readers what they thought and got more replies than she’s eve...

a month ago
17
4

What To Do After You Hand A Task To AI

TLDR: When you hand a task to AI, the first AI output usually comes back close but wrong in ways you can feel and can’t name. This piece is my process for what happens next: roam for options when you don’t know what you want, recognize exac...

a month ago
8

Apply Design Taste on Command

TLDR: You have probably been told to have taste and to act as the art director when you use AI to design something. That advice is correct, but it’s incomplete. It’s not usable if nobody ever taught you what to look at. This piece explains...

a month ago
18
3

5 Factors That Monetizes An AI Assessment

TLDR: An AI powered assessment scores someone on a set of questions and hands back a report about their situation. Two builds stand out: one had fifty takers and made nothing, another had just over sixty and has brought in more than $20,000...

a month ago
14
4

The 3 Decisions Behind Every Task You Hand To AI

TLDR: Most AI output is competent and forgettable, and the cause is one thing: the handoff. You make three decisions every time you delegate to AI: what you hand over, what you hand it with, and what you take back. I asked 23 founders, cons...

a month ago
69
108

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Authors

The writers behind this newsletter.

  • James Presbitero

    I design AI systems that turn founders into Unpromptable leaders, irreplaceable in the Age of AI. | Get the FREE AI Prompt Vault (prompts for writing, marketing, etc.) in the welcome email.

  • Zeng

    Creative Director & AI video producer since 2022. AI art → cinematic videos → art/video/design/music/3D experiments. Pro production-level AI videos & art. Ambassador: Adobe, Hailuo Minimax. Partner w/ 20+ AI brands.

  • Wyndo

    AI Operator & Maker \ud83d\udee0️ || Sharing optimistic view how to build smarter, work faster, and live better—with AI || Building AI Maker & Agentic Academy most of the time.

  • Jose Antonio Morales

    I help independent entrepreneurs transform psychological fear into freedom. Through 15 years of building communities and running Fear & Fail events across 5 countries, I support people on their fearless path.

  • Anita Lacea

    I lead AI transformation at Microsoft. I write for and advise executives and operators who want AI to deliver measurable P&L impact while strengthening human judgment, originality, and capability. Previously at Amazon and Intel.

  • Elena | AI Product Leader

    AI Product Manager turned builder. Founder of DraftKit.app, AIAdventChallenge.com. I stopped asking for permission and now I lead through evidence. Published book author. Trusted by Reforge.

  • Yana G.Y.

    I built a six-figure business on the side of my 9-5 on Substack, with AIs & Automations, starting from zero. I help you do the same. Apply here: https://substackgrowthcoach.com/

  • David Roy

    Defaulted into head of sales? I help B2B founders turn sales chaos into repeatable revenue. Applying my 15 yrs of sales experience, I built rev to over $100M. Subscribe for FREE and get your free Revenue Flywheel Assessment.

  • Nika Kotláriková

    Marketing tips and tricks that will kickstart your business. \ud83d\udc49 Entrepreneurship \ud83d\udc49 Online marketing \ud83d\udc49 Social networks

  • Anfernee

    \ud83e\udd1d Helping 40,000+ solopreneurs build lean businesses, save time, and earn more ⭐️ Creator of First Digital Dollar Project \ud83d\uddc4️ Get Solopreneur Success Hub FREE\ud83d\udc47https://solopreneurcode.substack.com/p/solopreneur-success-hub

  • Claudia Faith

    I help you grow a bestselling Substack and turn it into a business that grows steadily. Mine went from 0 to consistent $5K months in two years. Started here from 0, grew it organically. \ud83e\udde1 Apply here: https://berg-studio.com/bestseller-track

  • Chris Tottman

    Founding GP at Notion.vc ($1B AUM), Founder of Included.vc, Founder of AlphaGraph.vc, Author of “The Go To Market Handbook for B2B SaaS Leaders”, Author of “The Founders Corner”, and Investor in 500+ founders.

  • Manas Moon

    Experimenting w/ code, content, and life :)

  • Daniel Ionescu

    Helping founders make better business decisions • Millennial Masters • Newsletter + Podcast • Growth, AI & Leadership

  • Jonas Braadbaart

    Technology strategist. CTO. Helping business leaders become better AI operators.

  • Dr Sam Illingworth

    I am here to show you when to use AI and when to leave it the hell alone. Full Professor of Critical AI Literacy and bestselling author.

  • Joel Salinas

    AI Strategy Coach for Execs. Subscribe for access to my Leader's Claude Skill Library and much more \ud83d\udc47

  • ToxSec

    Security Engineer | M.S. Cybersecurity, CISSP | AWS, NSA, USMC.

  • Andrea Chiarelli

    After twelve years doing research that holds hold up in front of clients and boards, I help you build the judgement that AI can’t give you. PhD & MBA, Chartered Fellow of the CMI.

  • Ileana

    Product Strategist, UX and AI Designer, Builder, Founder at Creative Glue Lab. Clarity and insights on how to build and design with and for AI.

  • Nick Quick

    AI for creators who still want to create. I write Co-Write with AI. Give the clankers the shit that's keeping you from the page. You write.

  • Mia Kiraki \ud83c\udfad

    A house of thought and taste for the AI age, with the side doors left open. Pull up a chair and learn to judge, imagine, and build with the robots at the table.

  • Timo Mason\ud83e\udd20

    I help you escape the 9–5 hell and grow your Substack by turning your stories & skills into writing that gets seen & digital products that create lasting income | Apply Here \ud83d\udc49 https://timomason.substack.com/p/substack-coaching

  • Dheeraj Sharma

    I help non-technical founders and creators build AI automation systems that grow revenue without growing workload. 20 years of enterprise engineering, now in plain English. I share just what works. Claude Code, Cowork, n8n, Codex and ChatGPT

  • AI Meets Girlboss \ud83e\udda9

    Visual brand strategist for solopreneurs building with AI. The most fun you'll have learning AI branding and you'll come out looking like a real brand. Join 2,000+ flamingos building full brand systems that drive consistent subscriber growth. \ud83e\ude77\ud83e\udda9

  • ClariSynth

    Writing about living thoughtfully with AI — how it shapes our thinking, focus, and creativity in everyday life. Reading tomorrow inside today — where clarity meets creation.

  • Dallas Payne▫️

    I help you find the words for the taste you already have, until you can see a room before it exists and know exactly how to create it. This is where interior design and AI create a little havoc together.

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