Ask ten chief executives where AI should start and you will hear ten answers, most of them "everywhere". Everywhere is how programmes stall. The companies that make progress pick a square, finish it, and use what they learned to finish the next one faster. The grid is the map for doing that on purpose.
Two directions
Down the side: the functions. Revenue, marketing, service, delivery, finance, everyday work, product, software quality, security and oversight. Each has routine work that agents can carry and decisions that must stay with people.
Across the top: three stages.
Land, the first 30 days: connect the data, name an owner, and get one team doing one job with agents. Expand, days 30 to 90: every team in that function, and the next job. Compound, months three to twelve: managers supervise agents day to day, and what one function learns starts to help the next.
The grid
Each row names the piMonk app for that function, its real status today, and what Land looks like. Expand and Compound follow the same pattern in every row.
| Function | App and status | Land: the first job agents take on |
|---|---|---|
| Revenue | piRevenue · Live | Capture every call and draft every follow-up; keep the forecast current |
| Outreach | piSA · Launching Oct 2026 | Enrich leads and run sequences that never drop one |
| Lead data | piLeads · Target Oct 2026 | One record of who you sell to, with where each fact came from |
| Marketing | piMark · Private preview | Plan, draft and review campaigns, with a person approving each channel |
| Service | piCS · Launching Oct 2026 | Answer routine tickets and warn of accounts at risk |
| Delivery | piOrbit · Launching Oct 2026 | Triage work, chase updates and write the weekly status |
| Finance | piFin · Target Dec 2026 | Books, cash and receivables in one view; agents prepare, a person approves |
| Everyday work | piPA · Target Jan 2027 | Each person's mail, calendar and tasks on one screen |
| Product | piProd · Target Jan 2027 | Answers about the product, with sources, and a weekly review |
| Software quality | piTest · Target Feb 2027 | Find what is untested and draft the missing tests for approval |
| Security | piSentinel · Invite only | Watch traffic and logs on your own servers, under your keys |
| Oversight | piMonk · Target Feb 2027 | One view of every app and agent, and one queue of what waits for a person |
Every status is the real one on 29 September 2026. Launch dates are targets, not promises.
Where to start
Start where three things meet: the work is repetitive, the data already exists, and someone is willing to own the result. For most growing companies that is revenue or service. The calls and tickets are already there, the jobs are easy to count, and a better week shows up quickly.
Do not start where the stakes are highest and the data is thinnest. Finance and security matter most, which is exactly why they benefit from rules and habits proven somewhere else first.
Pick a square, finish it, measure it. Then the next square costs less than the first.
How the second square goes faster
The grid is also a map of acceleration. Three things carry from one square to the next.
The approval rules. Once a company has written down what an agent may finish alone and who approves the rest, the second function borrows the pattern instead of inventing it.
The measurement. The same baseline-and-day-30 method works in every row, so the board sees results in one format.
The habits. Managers who have supervised agents in one team know what to expect in the next. Adoption is a skill, and it compounds.
A fourth will join them: memory shared across the apps, so the second app knows what the first learned. Connecting the apps to one memory is on our roadmap; today each app keeps its own.
The case against a map
Some argue that AI moves too fast for plans, and that companies should let a thousand experiments bloom. Experiments are useful for learning what is possible. They are poor at changing how a business runs, because nothing is ever finished. A map does not slow the experiments down. It decides which of them become the way work is done.
What this means for CEOs and investors
For a chief executive: choose the first square this quarter, name its owner, and agree the day-30 decision before it starts.
For an investor: ask each portfolio company to place itself on the grid. Where each one sits, and how fast it moves between squares, is a clearer signal of AI progress than any count of pilots.
The bridge from AI ambition to business results is built one square at a time. We argue why in The bridge to applied AI and how to count the result in Where the return comes from.
From idea to practice
piMonk's adoption walkthrough turns the grid into your own plan: answer a few questions about your business, your teams and where it hurts, and it lays out a ranked plan across Land, Expand and Compound, with costs and every assumption visible. The 30-day pilot shows how a first square is run and measured.
More perspectives
Sources
- App statuses and target dates: piMonk, 29 September 2026. See the piMonk suite and the roadmap.
- Adoption stages (Land, Expand, Compound): piMonk's adoption walkthrough.