The results from our latest reader poll: How has AI changed how you feel about your job? The short version: most people better about their work with AI, and yet also less secure in their role. People are also feeling more productive, but almost no one feels their workload has
@lennysan
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Product Managers: Curiosity and Empathy in Stakeholder Communication
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As product managers, one of our best sets of skills is curiosity, and empathy, and trying to understand our users. But the moment that we're talking to an executive, or to a stakeholder, we forget those skills. https://t.co/xV3W358m0E pic.twitter.com/96yjEZ8B42
— Lenny Rachitsky (@lennysan) 23 mars 2026As product managers, one of our best sets of skills is curiosity, and empathy, and trying to understand our users. But the moment that we're talking to an executive, or to a stakeholder, we forget those skills.
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AI learns from observing user work without data connections
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I think maybe what isn't clear is that it gets data from watching you work, not from connecting to data sources.
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Executive Calendar Management: The Strobe Light Effect
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People don't understand executive calendars.
— Lenny Rachitsky (@lennysan) 23 mars 2026
I describe an executive's calendar as like a strobe light going off.
You wake up at 8AM, you've already got a huge list of urgent things going on.
You go from a meeting with finance on a budget, to an interview for another… https://t.co/xV3W358m0E pic.twitter.com/p9Eo8hMvGyPeople don't understand executive calendars. I describe an executive's calendar as like a strobe light going off. You wake up at 8AM, you've already got a huge list of urgent things going on. You go from a meeting with finance on a budget, to an interview for another
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Enthusiast endorses emerging AI products as future technology
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It's different, but I'm also a huge fan and have been using it. These products are the future.
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Littlebird Desktop App Uses Screen Reading AI for Productivity
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This is a the future "Littlebird is a desktop app that remembers everything you’ve been working on – meetings, messages, docs, browsing – and helps you stay focused, prioritize, recall, and move projects forward. It uses screen reading to understand all the text on screen, for
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Free Year of Devin AI with Lenny’s Newsletter Subscription
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Get a free year of @DevinAI with your Lenny’s Newsletter subscription
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AI Podcast Sponsors: Analytics, App Building, and Compliance Tools
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Thank you to our wonderful sponsors for supporting the podcast: @omni — AI analytics your customers can trust: https://
omni.co/lenny @Lovable — Build apps by simply chatting with AI: https://
lovable.dev @TrustVanta — Automate compliance, manage risk, and -
Jessica Fain Becomes Slack CPO Chief of Staff
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Jessica Fain's best product ideas kept dying, and she couldn't figure out why. So at eight and a half months pregnant, she pitched @SlackHQ
's CPO @aunder on becoming her Chief of Staff. She wanted to see how executive decisions actually get made from the inside. What she