Journal/Strategy/A field guide to picking your first wedge.

A field guide to picking your first wedge.

The first AI workflow you ship is rarely the most valuable one. It is the one that earns you the credibility to ship the second.

Published
Dec 30, 2025
Reading time
7 minutes
Category
Strategy

The most consequential decision in any AI rollout is the first one: which workflow to pick. It is also the decision teams spend the least time on, because it does not feel like the work. The work feels like building. Picking is upstream of all of it.

This is a short field guide to choosing the first wedge — informed by the projects we have run, and by McKinsey's State of AI 2025, which puts most of the realised EBIT impact in back-office redesign rather than front-office novelty.

01. Pick a wedge with visible friction

The first wedge should be a workflow where the people doing it are already complaining. Not in surveys. In hallways, in standups, in the small irritated emails that get sent at 5pm.

This matters for one reason: when the wedge ships, the people who feel the relief are the people who can vouch for the project. They will tell other teams. They will defend the budget at next year's planning. A wedge that improves a workflow nobody complained about is a wedge that has no champion when the org chart shifts.

The first wedge does not need to save the most money. It needs to save someone you trust the most aggravation. — working principle

02. Pick a wedge that ships in one quarter

If the wedge cannot be in production within thirteen weeks, it is the wrong wedge. Not because longer projects are bad — they are sometimes correct — but because they are wrong as the first one.

The first wedge has to compound. It has to ship and produce a number, and the number has to fund the second wedge. A wedge that ships in week thirty has missed the budget cycle, the morale cycle, and the credibility cycle. It will not produce a second.

This rules out, for the first project, anything that requires a custom data lake from scratch, a multi-system integration with three vendors, or a custom-trained model. Those things are doable, sometimes correct, but never first.

03. Pick a wedge with a known answer

Counter-intuitively, the right wedge for a first project is one where the answer is already known — a person on the team already does the work, and does it correctly. The job is to scale them, not to invent something new.

Wedges where the answer is unknown — generative ideas, novel research, anything that begins with "what if we" — are the second or third pilot, not the first. The first one is about proving you can ship. Proving you can ship is easier when you can also evaluate the output against a person who already knows the right answer.

04. Pick a wedge whose owner wants it

The single best predictor of whether a wedge ships is whether the manager whose team is affected actually wants it. Not "thinks it is interesting." Wants it. Will champion it. Will defend the eval. Will sit through the change-management conversations.

If the wedge is technically the right one but the owning manager is lukewarm, pick a different wedge. There are always two or three good candidates in any organisation. The right one is the one with a real owner.

Rule of thumb: if the manager closest to the workflow cannot describe the win in one sentence — without using the word "transformation" — the wedge is not yet defined.

A small list of wedges that fit

In our experience, the following wedges fit all four criteria more often than not:

  • A draft-and-review queue for one category of inbound message.
  • A renewal alert system across a CRM and a billing tool.
  • A reconciliation between two systems that should agree but don't.
  • A daily digest for a leader who currently does it manually.
  • A first-pass classifier for incoming requests, routing to the right team.

Any of them can be the first wedge. The cheapest, smallest one with a real champion is almost always the right answer.

A short closing

The teams that go on to ship pilots two and three are the teams that picked pilot one with this much care. The teams that don't, almost always picked pilot one for the wrong reasons — because it was visible, because a vendor pitched it, because someone read an article. The first wedge is a strategic choice. Treat it that way.


Filed under: STRATEGY · METHOD
First published: Dec 30, 2025