how to boss AI
Anna | how to boss AI, Elena | AI Product Leader, Peter Benei, Dylan Oh, Daria Cupareanu, Joel Salinas, The Strategic Linguist, Maribeth Martorana, Dallas Payne, Cristinalead humans and machines without loosing yourself
| Platform |  | Pricing | Only free issues | Publishes | Weekly |
|---|---|---|---|---|---|
| Issues | 31 | Subscribers | Read | howtobossai.substack.com |
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Latest Issues
Recent posts by this newsletter. Browse the email archive.
'Everything, Everywhere, All at Once' Was About AI
There is a scene early in ‘Everything Everywhere All at Once’ where Evelyn Wang is sitting in a pile of receipts, trying to explain her laundromat finances to an IRS auditor, while her husband is falling apart next to her and her daughter i...
Digital Proxies
A colleague told me last week over dinner that she’s excited to start using Sentience. During the same conversation earlier, she said she’s thinking about what it means to work inside a company that is ultimately focused on the bottom line....
Prompt. Context. Intent.
This piece started as a note. Daria Cupareanu posted three lines on Substack about prompt, context, and intent. I read them and recognized something I’ve been seeing in leadership for years, the same collapse and blind spot, in a different ...
AI Champion
Most writing about AI adoption is written from a distance. A consultant’s lens, a leadership team’s dashboard, a clean framework and a failure stat.
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Authors
The writers behind this newsletter.
For leaders who run the machine, not the other way around. On mindset, skills, relationships, and staying human while the world automates.
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.
Daily AI marketing intelligence for senior leaders. Career insurance in the AI era. Written by practicing CMOs. Free resources available: hub.aireadycmo.com
A human software engineer trying to survive the AI age.
I turn AI from a chat window into systems that think, work, and evolve with you. AI blows my mind daily & I'll make sure it blows yours too.
AI strategist & fractional Chief AI Officer. Creator of the AI Leadership Triad. Writing for leaders who want human-centered AI strategy \ud83c\udde6\ud83c\uddf7 \ud83c\udde7\ud83c\uddf4 \ud83c\uddfa\ud83c\uddf8
Trained linguist. I write about how language shapes power, identity, and professional life, and what the science of language says about what you're experiencing but can't quite name. Views my own, not my employer's.
CEO, Sapient Advisors. 30+ years in fintech, data, and innovation. I help leaders get to execute AI transformation. Turn data into scalable AI for real growth. Over 11K+ LinkedIn followers. Top 200 Voice for Fintech & Crypto.
Your non-tech background isn't the gap. It's the advantage. Field notes from the uncharted middle of AI adoption. For anyone quietly discovering their "ordinary" career experience is the most powerful thing in the room ⛵
Weekly analysis of AI policy changes, practical ethics frameworks, and real-world case studies for responsible AI implementation | Equal Employment Opportunity Specialist | Delivered training to 1K+ professionals
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