Buyer's question

Do I Need an AI Strategy? You need a roadmap, not a strategy.

A surprisingly common question, with a surprisingly clear answer. Most mid-market B2B companies do not need a 30-page AI strategy. They need a one-page AI roadmap with three workflows and a named owner. Strategy decks delay action; roadmaps cause it.

Short answer

No — most $5M-$50M B2B companies do not need a formal AI strategy. They need a one-page AI roadmap with 3 prioritized workflows, a named owner, and a budget. The strategy is implicit in the roadmap; making it explicit usually delays action.

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

The difference between a strategy and a roadmap

A strategy answers: where will AI take us, why, and how does it fit our broader plan. A roadmap answers: what specific workflows do we change in the next 90 days, who owns each, what does success look like, what is the budget.

At $5M-$50M, the strategy is usually obvious ("use AI to increase output per person without hiring") and the roadmap is the hard part. Producing a 30-page strategy document is usually procrastination disguised as planning.

When a real AI strategy is warranted

If none of these apply, skip the strategy. Build the roadmap.

What to do instead

  1. Run the 25-question AI readiness checklist. Fix the foundation gaps you find.
  2. Use the use case prioritization framework to pick the top 3 workflows.
  3. Follow the 90-day implementation roadmap template.
  4. Name a single owner. Give them protected time. Ship the first workflow in 4 weeks.

FAQ

Is an AI strategy the same as digital transformation?

No. Digital transformation is a broader, slower initiative. AI strategy is one component. Both terms are over-used and over-scoped at mid-market.

Should the CEO write the AI strategy?

The CEO should write the one-paragraph statement of intent. The roadmap and ownership should be delegated to the AI lead (with CEO check-ins).

How long should an AI roadmap be?

One page. If yours is longer, you are mixing planning with theater. Cut until it fits.

Do we need to define an AI vision statement?

No. Vision statements are post-rationalization. Ship 3 workflows; the vision will become clear from what worked.

Can our existing strategy consultant write our AI strategy?

Probably not well. Strategy consultants who do not implement will produce a strategy that nobody knows how to execute. Hire someone who has shipped AI workflows, not just thought about them.

Related reading

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