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CEO AI Playbook

Lead the AI-first transition without losing your team.

A guided session for CEOs and operating leaders leading an AI-first transition without losing their team. You map the named humans whose buy-in decides this, surface each person's specific fear and convert it into an operator move, and design the weekly operating cadence that makes the new behavior the path of least resistance. You leave with a fear map, an operating cadence, a transition narrative that survives your most anxious employee, drafted communication scripts, and a dated first-week move. Cadence beats cladding — nothing changes unless Monday changes.

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The arc

Your work with Friday, in 7 moves.

01

CEO Profile

A short calibration read — company shape, your distance from the people changing, transition stage, and the headcount truth. The honesty constraint that everything downstream hinges on.

02

Team Map

Name the actual humans whose buy-in decides this — not roles. Identify the bright spots already using AI well and the one credibility node whose visible adoption moves everyone.

03

Fear Surface

For each named person, name which of three distinct fears they carry — Security, Growth, or Significance — and pair it with the one operator move that fear actually demands. A fear with no paired move doesn't count.

04

What you'll walk away with

A change-management plan that survives your most anxious employee.

The named humans whose buy-in decides this, each fear converted to an operator move, a weekly cadence, the scripts, and a dated first-week move. Yours to lead with.

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Operating Cadence

The load-bearing climax. Design the concrete weekly machine — the one checkable critical move, the rituals, the peer-proof slot, the dated near-term win, the collective-not-surveillance signal, the safe-to-fail window, and the time-saved deal — that makes the new behavior the path of least resistance.

05

Transition Story

The operator writes the 2-3 paragraph through-line, built WHY→HOW→WHAT, and celery-tested against the cadence and the headcount truth. Friday never writes it — Friday is the editing gate. Secondary compression valve.

06

Comms Scripts

Drafted scripts the CEO can actually send — all-hands, the 1:1 aimed at the highest-friction named person, and an async update — each carrying a concrete commitment from the cadence. The operator drafts; Friday pushes for specificity. Primary compression valve.

07

First Week

A dated, falsifiable 7-day move — which 1:1 is on the calendar, which ritual starts Monday, what the credibility node demos and when. The four-gate readiness check run out loud, then the FridayOS bridge as continuity.