Framework · free to use

A 90-day AI implementation roadmap that actually ships.

Most AI implementation roadmaps are vague. They list "adopt AI" as a milestone. This is a concrete 90-day template — week by week, owner by owner, deliverable by deliverable — built from the rollouts we have run at B2B companies between $5M and $50M.

By Bill Colbert · Founder, Treetop Growth Strategy
Published May 2026 · More from the library
How to use this

Read this once, then customize

This template is opinionated. It assumes a B2B team of 10–50 people, a CEO or COO sponsor, and at least one operations person who can own the work. If you are bigger or more regulated, the timeline stretches; if you are smaller and faster, it compresses.

Three rules before you start. (1) Pick one revenue function and one operations function — do not try to roll AI out everywhere. (2) Name a single human owner per workflow you change — no committees. (3) Define what "shipped" looks like for each phase before you start that phase.

A 90-day roadmap fails the same way every time: leaders treat it as a slide deck instead of a calendar. Put every milestone in a real calendar with a named owner and a checkpoint date. Half of execution is just making the schedule visible.

Phase 1: Days 1-30

Foundations, audit, and one quick win

Week 1 — Alignment

Week 2 — Audit

Week 3 — Tool selection & access

Week 4 — One quick win shipped

Phase 2: Days 31-60

Ship the remaining two priority workflows

Week 5-6 — Workflow #2

Week 7-8 — Workflow #3

If you have not shipped any of your top 3 workflows by end of week 8, stop adding workflows. Diagnose why the first one stalled. Usually the answer is no named owner or no time carved out — both fixable, neither solved by adding scope.

Phase 3: Days 61-90

Scale, train, govern

Week 9-10 — Adjacent workflows

Week 11 — Training the rest of the team

Week 12 — Review & next quarter

The owner checklist

Print this and tape it to the AI lead's wall

What this template does not cover

Where you will need help

Workflows that touch regulated data (HIPAA, SOC 2, financial advice) require an additional 30-45 days of compliance work. Add that to the front of the timeline if you are in those industries.

Enterprise rollouts (200+ people) need a different model — federated by function with a small central enablement team. This template is for teams under 100.

If you have never deployed software internally before, the change-management work is bigger than the AI work. Plan for that explicitly.

Related

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