TL;DR
- Start with one metric and one workflow that moves it.
- Ship a narrow automation end-to-end (input, logic, output, ownership).
- Instrument and iterate weekly instead of planning quarterly.
Why most AI roadmaps fail
Most “AI roadmaps” are lists of ideas: chatbots, dashboards, agents, “use GPT somewhere”. They fail for boring reasons:
- No single owner with delivery authority.
- No baseline metric, so there’s no “done”.
- No integration plan (where does the output go, who uses it, what changes?).
- Too broad: a platform before a workflow.
The fix is to treat AI like any other production change: scope tightly, ship, measure, iterate.
The 3 artifacts that make a roadmap ship
If you have these three artifacts for each initiative, you will ship. If you don’t, you won’t.
- Metric Brief (1 page): the KPI, baseline, target, and the user/team that owns the outcome.
- Workflow Map (1 page): the actual steps people do today, with the bottleneck highlighted.
- Delivery Plan (1 page): inputs, outputs, integration, error handling, and an “owner in the loop”.
A good roadmap is boring
It reads like: “Weekly report generation: baseline 5h/week, target 30m/week, owner Finance Ops, shipped by March 1.”
A 2-week plan that works
This is the simplest “AI roadmap sprint” that consistently produces shipped workflows:
Week 1: choose and design
- Pick one workflow that is frequent, measurable, and painful.
- Write the Metric Brief and Workflow Map.
- Define the output format and where it will live (email, CRM, BI tool, ticketing).
Week 2: build and ship
- Implement the narrow automation end-to-end.
- Add guardrails: redaction, logging, retries, human review where needed.
- Ship to real users and measure the delta.
Common mistakes
- Starting with model selection. Start with the workflow and metric; models are a detail.
- Skipping integration. “The AI wrote it” is not a workflow. Where does it go next?
- No owner. If nobody owns the output, nobody trusts it.
- Overbuilding. A simple pipeline beats a complex platform in week 2.
Checklist (copy/paste)
- Baseline metric + target metric
- Workflow map + bottleneck identified
- Inputs defined + access confirmed
- Output defined + destination confirmed
- Owner in the loop + review workflow
- Logging + error handling + rollback plan
- Launch date + measurement plan