the AI era isn't coming it's already here lead humans and machines without losing yourself
| Platform |  | Pricing | Only free issues | Publishes | Weekly |
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| Issues | 42 | Founded | 2 years ago | Last Issue | 9 days ago |
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howtobossai.substack.comLatest Issues
Extended Intelligence
The first time I heard the phrase, a man wearing headphones was making a machine sing.
At the Shared Futures 2026 festival in New York, Reggie Watts walked out, put on headphones like it was standard industry procedure, his joke, and start...
Interface and Infrastructure
A few weeks ago, I attended a hackathon at a space I knew well, looking out at a view from the 60th floor that I’ve admired for many years, sitting with a tool I’d already pushed to its limits, in a room full of people trying to become some...
What It Means When Thinking Is No Longer Only Yours
Mia posted a note about AI and editing:
The best sessions she has with Claude are the ones where she arrives with something she figured out on her own first, even if it is wrong. Especially if it is wrong.
I asked what wrong meant to he...
A Walking Session: How Good Can It Get?
There’s something special about moving your body outside. Just you, your breath, the ground beneath your feet, and the intention of moving forward.
Hi, I’m Anna. This walking session was inspired by Peloton coach Kirsten Ferguson, whose c...
I Am Not A Single North Star
Last week, I felt like I accomplished nothing.
I couldn’t finish projects, couldn’t focus, couldn’t decide if my writings sounded like something I wanted to share. The AIs I work with kept nagging me to get things done. That made it even...
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Authors
The writers behind this newsletter.
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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.
Showing what's possible with AI in marketing for marketing leaders & founders. Ex-CMO & agency nerd, advisor.
I write about AI and Robotics as a software engineer.
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.
Decoding the grammar of power. Applying business strategy with pragmatics & sociolinguistics to expose how authority is constructed across corporate & AI ecosystems. Views my own, not my employer’s.
Shaping the narrative layer AI runs on. I help you build the world your work belongs to, then give the robots a real role inside it and expand what you can do.
CEO, Sapient Advisors. 30+ years in fintech, data, and innovation. I help leaders to execute AI transformation with confidence. Turn data into scalable AI for real growth. Over 12K+ LinkedIn followers. Top 200 Voice for Fintech & Crypto.
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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