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Home » AI Learning Center » What is the Best Practice Timeline for an AI Rollout?

What is the Best Practice Timeline for an AI Rollout?

A good AI rollout isn’t a weekend project. It’s a 90-day journey that takes you from “people quietly using ChatGPT on their phones” to “AI agents working as part of your org chart.” Here’s the timeline we walk clients through.

Where most businesses start (you are here): Unstructured or unapproved AI use. Employees are already experimenting on their own – usually with free tools – and leadership is just starting to think seriously about it.

Start of Month 1 – Discovery & Assessments

  • Survey your users on what AI tools they're already using
  • Identify the biggest time-wasters across departments
  • Map out high-impact use cases

Start of Month 2 – Licensing, Security & Policy

  • Purchase the right AI and security licenses
  • Knock out security remediations (permissions cleanup, MFA, sharing settings)
  • Roll out a written AI use policy

End of Month 2 – Basic Training & Go Live

  • Train staff on how to effectively engage with AI
  • Officially go live with your approved AI tool
This is the*”Personal Assistant AI”* phase – AI is helping individuals get their work done faster.

Start of Month 3 – Advanced Training

  • Help power users build real workflows
  • Deeper training on paid Copilot features

End of Month 3 – Agentic AI Discovery

  • Begin assessing where AI agents could automate repetitive work

Next Quarter & Beyond – Agentic AI Deployments

  • Deploy AI agents, maintain them, and add support

This is the*”AI Agent Part of Org Chart”* phase – where AI stops being just a helper and starts owning entire tasks.

The takeaway. Ninety days from chaos to controlled rollout. Skip steps and you’ll feel it later. Follow the timeline and AI actually sticks.

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