p3ob7o

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People don't keep secrets

TTL 30 Good Morfternight friends, Let’s talk about secrets. Not the “gossip at dinner” kind — the business kind. The kind that shapes negotiations, partnerships, and entire company trajectories. More specifically: → How do you keep something private once it’s out of your head? → And what are you trading off every time you share it? → How do you keep something private once it’s out of your…

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Today marks 20 years of Automattic! 🥂 We span 82 countries, speak 110 languages, and power millions of sites, stores, and conversations through @wordpressdotcom, woo, and more (including Tumblr!) For a glimpse into our story: https://automattic.com/2025/06/20/automattic-20-years/ Cheers to user freedom, an open web, and software that serves people, not the other way around—and to 20 more!

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AI & T-shaped individuals

TTL 28 👋 Good Morfternight friends. Know the saying “jack of all trades, master of none”? I don’t really resonate with it, but I do with the longer version: “jack of all trades, master of none, though often better than master of one.” But I’ve recently come up with an even better version: “Jack of all trades, master of none — until you learn to prompt, then you master them all.” I know it…

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Vietnam with the GR iiix

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Pride & Laziness

TTL 27 👋 Good Morfternight friends. A shorter note today, containing what is probably my most embarrassingly wrong professional quote ever. I love spoilers, so I’ll share the quote right away: “We’ll add Facebook login when Facebook adds WordPress.com login.” — Me, 2013 The story behind this quote comes from a post I shared on my recently reactivated LinkedIn account (follow?). Enjoy. On…

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Artistic Direction

TTL 26 👋 Good Morfternight friends. Today, I’ll tell you why people on my teams no longer follow my orders — and why that’s one of the best things that happened in my career. (Also: yes, I’ve updated my LinkedIn. I’m no longer a Software Product Producer. Give me a follow if you’d like to connect there.) If AI drives execution cost to zero, then taste is the new moat. We hear it everywhere —…

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Heading Home

OS313 taxiing at ARN, ready to become OS314

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A very friendly Crow

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Perched Among the Discarded

Amidst the urban sprawl and bustling city life, a solitary crow pauses on its perch atop an overflowing trash bin. The crumpled boxes tell stories discarded in shadows, as life continues blurred and distant on the street behind. Against a canvas of grays, the crow reflects a moment of stillness in the ever-moving city.

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A few more from Prague

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Prague, over 30 years later

It’s been over thirty years since I visited Prague for the first time. These three decades have unfortunately turned the Old Town into an overcrowded theme park, but once one leaves the nonsense, the city is as charming today as ever.

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We are lost…

1999 2025

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Moonlit Boundaries

Floating silently, the crescent moon keeps watch, while an overhead street lamp awaits to illuminate the paths below. Crisscrossing lines cut across the ethereal sky, an interplay of nature and human creations—a quiet urban night persists.

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Ripples of Urban Light

In the velvet embrace of the night, a riverboat glides smoothly beneath the glowing windows of a bustling station. Amidst the whispering ripples and reflections, urban tales are carried subtly forward, painting a tableau of movement and light against the night’s deeper hue.

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Silent Streets and Ancient Watchers

In the quiet embrace of a city echoing history, a lone rider glides by. They journey beneath the stone gazes of ancient figures, carving a path through time. Every turn of the wheel whispers tales of movement within a world forever observing.

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Captured Identities

Amidst the urban echoes, the lone photo booth stands as a sentinel of captured moments and transient identities. Its worn facade quietly speaks of countless stories and fleeting encounters, a relic steadfastly anchored against the flow of time.