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The Archive Was the Leash: Why Meta's Playbook Won't Work on AI
For fifteen years, Meta built the most successful platform lock-in strategy in technology history. Now OpenAI is hiring the people who built it. There's just one problem: the playbook depends on a kind of leverage that AI doesn't have. This is an essay about platform trust, archival lock-in, and why the Meta strategy won't port to the AI era. For fifteen years, Meta has held something more valuable than your attention. It has held your archive. The photographs from your daug

Gail Weiner
May 275 min read


The Trough We're Standing In - Where AI actually is in May 2026.
On Diary of a CEO this month, Uber's CEO Dara Khosrowshahi said something that should have been the headline of the week. He told Steven Bartlett that he's been present in private conversations between executives about the "sheer amount of disruption" they expect from AI and then watched those same leaders appear on CNBC and tell audiences not to expect it. He didn't push back on the framing that other CEOs are lying. He agreed and went further. Nobody connected that moment t

Gail Weiner
May 265 min read


Sirât: The Bridge We Are Already On
I had to look away at the end. Two people, walking through a minefield. No music. No dialogue. No safety. Just bodies moving forward because forward is the only direction left. I watched it through my fingers like a child watching a horror film, except this wasn't horror. This was something stranger. A film that had spent two hours stripping away every layer of protection until there was nothing between me and the screen but the question it was asking. I want to talk about th

Gail Weiner
May 224 min read
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