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`Charbel Wakim`
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Life in Production

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Deep Dives Quick Reads
All posts › #AI · 11 posts

The One Where Elissa Says No

One of my AI experts only ever names problems. She is built to mark problems, never fix them or decide, and is told never to invent one. Here is what that looks like on a real page, with three failures she caught in one pass.

  • Deep DiveAI
  • November 1, 2026  ·  11 min read

The One Where It Works the Night Shift

My AI team works while I sleep. For four days in September it did not, and nothing told anyone. This is what it takes to trust a night shift that only exists while the laptop is awake.

  • Deep DiveAI
  • October 25, 2026  ·  12 min read

The One Where the Avengers Assemble

Four AI experts, each with one job, one memory, and a list of things they are never allowed to do. The never list turned out to matter more than the job.

  • Deep DiveAI
  • October 18, 2026  ·  12 min read

The One Where We Meet Nadim

I came home from a conference in Amsterdam and committed a plan to an empty repo. Three weeks later my terminal has a chief of staff, a team of experts, and a rulebook written in incidents.

  • Deep DiveAI
  • October 11, 2026  ·  9 min read

I Refactored My AI's Toolbox

If you use an AI coding agent daily, you have a toolbox of prompts and commands you've never once cleaned up. Here's the refactor, how to spot when yours needs it, and what happens when a tool outgrows the repo.

  • Quick ReadHow To
  • September 23, 2026  ·  5 min read

The Org Chart in My Terminal

My terminal has an org chart now. Fable does judgment, Opus ships, Sonnet handles the small stuff, Haiku does the summaries, and the cover art is outsourced.

  • Quick ReadAI
  • August 19, 2026  ·  4 min read
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