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The 12 conversations we got wrong in our first month live.

Mar 18 · 12 min · Aïcha T.

Launch month is where the playbook meets reality. Twelve conversations went sideways — a mistimed follow-up, a tone that read as canned, a qualification that fired on the wrong signal — and each one taught us something a staging environment never would.

The fix was never a model swap. It was a correction to the playbook that propagated to the next message instantly: no retraining, no ticket. Writing them up publicly keeps us honest, and keeps the next team from paying the same tuition.

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