Rollout plan

Claude Cowork Company-Wide Rollout

This is a complete, ready-to-run plan for Claude Cowork Company-Wide Rollout. It breaks the work into 6 workstreams and 15 deliverables, each with concrete tasks. Copy it and change any part of it to fit your organisation.

Plan authorPhilipp Römer

Objectives

→Raise overall company productivity by 15%

→Achieve company-wide adoption and proficiency with Claude Cowork

Workstreams

6 · 15 deliverables

ARollout Strategy & Success Definition

Establish the foundational framework for the Claude Cowork rollout, defining project scope, success metrics, and communication approach.

Deliverables3

A.1Project Charter A.2Productivity Baseline A.3Internal Communication & Executive Buy-in Strategy

BPragmatic Security & Technical Review

Conduct a focused review of technical readiness and security posture, ensuring practical implementation and policy alignment.

Deliverables2

B.1Security & Compliance Framework B.2Simple User Provisioning & Access Management Plan

CTraining & Adoption Program

Develop and deliver comprehensive training to ensure all employees can effectively use Claude Cowork and integrate it into their daily workflows.

Deliverables3

C.1Design Training Curriculum C.2Train-the-Trainer Program C.3Training Delivery & Support Plan

DCanary Release & Big Bang Rollout

Implement Claude Cowork through a canary release to validate technical setup, followed by a rapid company-wide deployment with strong executive backing.

Deliverables3

D.1Canary Release Execution & Validation D.2Big Bang Rollout Plan D.3Big Bang Rollout Execution

EAutomation & Re-engineering

Identify and implement opportunities for automation and process re-engineering leveraging Claude Cowork, driven by both bottom-up insights and top-down expert guidance.

Deliverables2

E.1Automation Opportunity Identification E.2Process Re-engineering & Implementation

FPerformance Monitoring & Optimization

Continuously track Claude Cowork usage, measure its impact on productivity, and foster a culture of continuous improvement.

Deliverables2

F.1Usage Analytics & Assessment F.2Productivity Impact Report

Configurato by Tekkr

The plan tells you how to roll AI out. Configurato tells you whether it's paying off.

Track adoption by department, map token cost to teams and use cases. Works across multiple providers and assistants like Claude Cowork, Claude Code, Codex and Gemini.

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