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Hi Reader, I've noticed something about the people doing the most interesting work with AI right now. They're a little weird. Not weird as in difficult. Weird as in they have a rich interior. Strong convictions about how things should work. Unusual hobbies. A distinct way of seeing that doesn't quite match anyone else's. What I'm noticing For a long time, a lot of professional success ran on being reliably competent at ordinary things. Produce the doc, run the process, hit the standard. AI is very good at ordinary. It does competent-and-standard faster than any of us. So the ordinary stuff stops setting anyone apart. What's left is the part that was always just you: the connection only you would make, the way of seeing nobody else brings. AI can't hand you that. It's built from everyone at once, and you're not everyone. The people pulling ahead are just more themselves. Your next move Three ways to lean into the part AI can't average out:
Life beyond the screen The most fascinating people I know were never trying to be normal. They've got obsessions many people would find strange, and they light up when they talk about them. Those are the people I always want more time with. For years that kind of thing got filed under "quirky," something to tone down to seem serious. AI quietly turned it into an edge instead. The parts of you that don't fit the template are exactly the parts a model can't reproduce. Which means the thing you once learned to tone down might be the most valuable thing you bring. I find that freeing, and I think you will too. A question for this week: What do you see about your work that the people around you don't? Work with me directly. If you want a thinking partner on your product strategy, AI rollout, or building your fractional practice, here's how I work with people: https://gamma.app/docs/Chill-Labs-Coaching-Information-ifjuyb0hjgw9xtb Come to the Water Cooler 🚰 I host a free monthly gathering for people building fractional and independent practices - honest conversations on positioning, pricing, and pipeline, plus recaps when you can't make it. Join here: https://chillaborate.com/fractional-water-cooler Let's Chillaborate, Dina Founder, Chill Labs PS: New to the Automate Yourself podcast? There are plenty of episodes worth digging into - start anywhere: https://chillaborate.com/podcast 💙 |
Chill Labs is a boutique consultancy helping companies think strategically, solve business problems, and streamline operations utilizing Product Management, Software Engineering principles and AI. Combining a decade of experience running complex, globally distributed software products with expertise in product discovery, user research, and strategy, Chill Labs helps companies build products that users want and do so in a way that supports growth and scale. Dina Levitan, Founder and Principal at Chill Labs, based out of Seattle, WA, brings over 15 years of experience as a product and technical leader ranging from startups to companies like Google.
Hi Reader, At a recent Fractional Water Cooler 🚰, one of the questions was this: I had a good call with a prospect. I followed up. She said it wasn't relevant right now, maybe in the future. Should I reach out again, and when, without becoming the person who keeps nudging? It wasn't the only question that day about a message like that. What I'm noticing Our guest was Sara Royf, who coaches consultants on LinkedIn. She spent the session on how to get from a conversation to a booked call, and...
Hi Reader, For seven years at Google, I worked on the infrastructure behind Gmail. More than a billion people used what we built. When it worked, nobody noticed - that was the job. That work mattered to a lot of people. I just rarely got to watch it change one person's day. A few months into coaching, I did. A client came to me with decades of experience in one industry and a clear plan to build her practice around it. Then she went to a big industry event and came back flat. The...
Hi Reader, I once worked on a project for a health-tech founder who kept asking for a little more. The scope we wrote described the work we'd be doing along the way, not what she'd walk away with at the end. That gap was on us. When the work didn't match what she'd pictured, the "can you also...?" requests started, and we kept saying yes because we wanted her to be happy. It got expensive. Everyone was stressed and working hard, and she still wasn't satisfied. I shared that story at the...