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Showing posts from March, 2026

Low-Key Goating through AI

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When I was a software engineer, I strengthened my delivery by also asking product questions. When I turned product manager, I strenghtened my delivery by also asking engineering questions. There's plenty to suggest that AI is blending the roles - but I want to propose an alternative theory: Software Engineering doesn't go away, Product Management doesn't go away. Instead, AI helps us fill the gaps in our individual perspectives so we can better engage with one another. It's not a replacement, but an enhancer. Whether PMs, Engineers, Designers, Operations, Marketing, or Millennials grappling with no longer being responsible for defining what is cool, and navigating a changing landscape of hip new vocabulary and memes (seriously, who references The Office anymore???), AI can be pretty handy for bridging divides. Said differently, AI helps you be "low-key goated, but only if your vibe check passes and your intentions aren’t sus."

Better than 50/50

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You're walking in the forest and come upon a bridge. A mysteriously cloaked figure jumps out holding two envelopes. "Each of these envelopes contains a different number. You may pick either envelope. I will only let you cross if you can tell me whether the number in the envelope you pick is larger or smaller than mine"  Despite being put off by the disruption, you take an envelope and ask: "Can I look inside my envelope before making my guess?" The cloaked figure is surprised because, until now, everyone has ignored him and his envelopes. After some consideration, he says: "Sure." You open the envelope, thinking: "I don't even know how large a range he's picking from. This is a total 50/50..." OR. IS. IT?? What I love most about the solution is it doesn't come from gimmicks, hacks, or any external information. It is, in its purest form, a strategic decision framework. You magically improve your odds with something equally random....

AI for Engineering vs Art

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I've been coding pretty intently on something in my off hours (I'm excited to share more once it takes shape). Like the carpenters I watch on YouTube working almost exclusively with hand tools, this is very much a labor of love, so I'm being very deliberate with when, where and why I use AI. I've very sparingly offloaded the soulless, non-creative, non-gratifying code to Claude in the same way the carpenters I watch will occasionally use a power drill when they need 32 precise holes. What I haven't accounted for was, as I've been working on this, my daughter taking a keen interest in watching me code. She's enjoyed watching me iterate, refine, expand - and she's asked with a lot of curiosity about design-thinking that goes into building something from the ground up - or, more precisely, as things have gone from generic to specific. To simplify the principles, I related things to grammar: Describing our weekend to a friend we can quickly and succinctly en...

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