Enablement

The Enablement Route

How I take a software company from engineers using AI assistants to an organisation built around coding agents: the route, what I measure, what I set up first, and how sure I am of each part.

Version 0.1 · October 2026

Starting points

Five things this is built on.

Tools alone barely move the organisation.

Individuals get much faster. The company as a whole mostly does not, unless the way of working changes too.

DX, 400+ companies: AI use +65%, median PR throughput +7.76%

The limit is checking the work, not writing it.

Agents can work unsupervised only as far as tests, CI and review can prove their output right. Much of the job is building those checks.

Measure before you change.

Without a baseline, nobody can show later that anything improved. Most of the data already sits in Git, CI and the ticket system.

It starts at the top.

Adoption without a leader who uses agents personally tends to fade within a quarter.

Then the organisation becomes the bottleneck.

Once people are fast, review queues, planning cycles and handoffs set the pace. That is when you change team shape, not before.

The route

Five phases, four decision points.

Each phase ends at a gate: a go, hold or stop decision with the sponsor, based on written criteria. Infrastructure and people work run side by side.

Every quarter: re-score against the Baseline. Durations are indicative for a 50–200 engineer organisation.

Phase 0 · 2–3 weeks

Qualify

Is this company ready, and is the engagement set up to succeed?

Do

  • Leadership test: has the CEO or CTO run coding agents on real work in the last 30 days? If not, I pair with them until they have.
  • Company profile: headcount, teams, stacks, repo age, regulations that govern releases.
  • Snapshot of current AI tools, seats, spend, and any "x% of our code is AI" claims.
  • Agree 3–5 outcomes, access to systems, NDA and data agreement.

Deliver

  • Leadership readiness note
  • One-page company profile
  • Engagement plan with outcomes
G0 · Go / no-goNamed C-level sponsor · leader hands-on or committed within two weeks · system access agreed · regulatory limits known · outcomes signed off.
Phase 1 · 4–6 weeks

Baseline

Where are you now, in numbers you can compare against later?

Do

  • Usage and spend per engineer and tool (team level until privacy is cleared).
  • Delivery flow from Git, CI and tickets: the four DORA measures plus time per stage.
  • Agent-readiness test on the main repos.
  • Security posture: where code and data go, what agents may touch.
  • People map: who uses agents heavily, who uses them lightly, who is sceptical, who refuses.

Deliver

  • Baseline report accepted by the sponsor
  • Risk register
  • Maturity score on four dimensions: coding, AI operations, measurement, security
G1 · Baseline accepted60+ days of usage data · flow baseline recorded · AI-written commits marked from now on · risk register complete · sponsor has seen and accepted the numbers.
Phase 2A · Ongoing, alongside Adoption

Foundation

Build what lets agents do more work safely.

Four levels of AI in engineering. Each level needs the one before it. Most companies sit at level I. Level II pays back on its own and is often skipped.

Level IAssistantChat and autocomplete in the editor. One standard tool.
Level IIReviewerAI reviews every pull request. No change to how people code.
Level IIIEngineerAgents take tickets and open pull requests from isolated sandboxes.
Level IVTeamAgents triggered by events (alerts, tickets), with verification closing the loop.

Also

  • Name an internal AI Ops owner; grow to a team of 2–5.
  • Weekly usage and cost dashboard; monthly quality report (agent versus human work).
  • Data controls per AI provider: no training on your code, zero data retention where needed.
  • Security checks in the pipeline; agents get their own identities and limited permissions.

Deliver

  • Tool standard and approved-tools list
  • AI review on every PR
  • Sandbox setup and agent-PR merge rate
  • AI Ops charter and dashboards
Runs with 2BFoundation and Adoption pass gate G2 together.
Phase 2B · Ongoing, alongside Foundation

Adoption

Bring the people along, group by group.

Do

  • Written mandate from leadership, with a date.
  • Heavy users become champions: shared skills, tool bake-offs, pairing.
  • Light users: one-week cutovers; every ticket starts with an agent attempt.
  • Sceptics get a diagnosis first. Some are right: the codebase blocks agents (fix the system). Some are about role and status (coach the person).
  • Training in running several agents and verifying their work.
  • Include product managers, not only engineers.
  • People who refuse: a fair path with support and a clear deadline, within labour law.

Deliver

  • Adoption map with a plan per group
  • Diagnosis per sceptic
  • Training programme and per-repo agent instructions
G2 · Ready to reshapeAt least one team at level III · AI Ops owner in place · usage and quality metrics running · security controls in place · heavy plus light users are the majority · every sceptic has a diagnosis and plan.
Phase 3 · 2–3 quarters

Reshape

Change the organisation once people are fast.

Do

  • Measure where speed gets stuck: time per stage from idea to release.
  • Rethink the product-manager ratio per product area.
  • Small squads of 1–5 people with clear decision rights.
  • Shorter planning cycles.
  • Senior roles for architecture, product, design and security that review across teams.
  • Fewer management layers; every manager gets a path.
  • Pilot the same approach outside engineering.

Deliver

  • Stage-by-stage flow chart
  • Squad map and decision rights
  • Target org shape and manager paths
G3 · Operating model liveEnd-to-end flow improved against the Baseline · squads and review roles in place · org changes made · handover plan for AI Ops.
Phase 4 · Quarterly

Sustain

Keep pace with monthly change, then hand over.

Do

  • Quarterly re-score with the same instruments as the Baseline.
  • Monthly check of new models and tools on a fixed set of real tasks.
  • Hand over to internal owners.

Deliver

  • Quarterly review pack
  • Monthly tools note
  • Signed-off handover
Every quarterRe-score against the Baseline.
Measurement

What I measure, and why.

Mostly data the company already has. The one thing to start on day one is marking which commits and pull requests were written by AI; every later quality number depends on it.

MeasureWhat it tells youWhere the data comes fromWatch out
Input: are people using it?
Usage per engineerWho uses which tool, how often, and whether as editor help or as autonomous agents.Admin consoles; Claude Code telemetry; Cursor and Copilot exports.Personal data. Team level until privacy and works council are cleared.
Spend per engineerThe spread, not the average. A few heavy users and a long tail is normal.Invoices, API billing.Spend is an input, not a result.
Output: is the organisation faster?
Delivery flow (DORA)Lead time for changes, deploy frequency, change failure rate, time to restore.Git, CI/CD, incident log.Fix the definitions before the first measurement, not after.
Time per stageWhere work waits: refinement, build, review, test, release. Shows where speed gets stuck.Ticket system linked to Git (ticket ids in branch names).Often needs a naming rule first.
Review loadPull request size and waiting time for review. Agents move the bottleneck here.Git platform.Rising PR size is an early warning.
Quality: is the work any good?
Agent PR qualityShare merged after first review; share reverted within two weeks. Agent versus human.Git, once AI-written commits are marked.Start marking on day one.
Incidents and defectsWhether speed costs stability.Incident log, bug tracker.Linking incidents to code is often missing.
Readiness and risk
Agent readiness per repoCan a fresh container build, test and run it using only the README? Test coverage, CI time.A test run per repo.Predicts where agents will succeed and fail.
Adoption groupsHow many heavy users, light users, sceptics and refusers.Usage data plus interviews.Sceptics are sometimes right about the code.
Security postureWhere code and data go, retention, what agents may access.Provider settings, pipeline, access lists."No training" is not the same as "not stored".

What I do not use as a success measure

  • Lines of code
  • "% of code written by AI"
  • Seats or licences bought
  • Training hours
  • Self-reported "10× faster"
Getting started

The first 30 days.

In order. Most of these cost days, not weeks.

  1. Week 1

    Leadership test and sponsor

    Is a leader using agents hands-on? Who owns the outcome? Agree 3–5 outcomes in writing.

  2. Week 1

    Privacy and works council first

    Per-person usage data is personal data. Data protection impact assessment; in the Netherlands, works council consent for systems that monitor performance (WOR art. 27).

  3. Week 1

    Start marking AI-written work

    A commit trailer or PR label. Cheap, and every later quality number depends on it.

  4. Week 1–2

    Access and snapshot

    Read access to Git, CI, tickets and AI admin consoles. Pull three months of AI invoices.

  5. Week 2–3

    Flow baseline from history

    The last 90 days are already in Git and the ticket system. No need to wait.

  6. Week 2–3

    Agent-readiness test

    Fresh-container test on the five most important repos.

  7. Week 2–4

    Interviews

    Leaders, the heaviest users, and the most sceptical senior engineers.

  8. Week 3

    Quick wins

    Data controls per provider (no training, retention settings). AI review on every pull request.

  9. Week 4

    Internal owner and baseline review

    Name the internal AI Ops owner. Present the baseline to the sponsor: gate G1.

Honesty check

How sure is each part?

The full route has 45 steps. I rate each on how concrete it is today.

Ready to run (18)

Standard tools or documents answer it. Baseline measurement, security controls, AI review, handover.

Needs tuning (22)

Clear idea, but thresholds and definitions must be set per company. Adoption groups, flow definitions, team shapes.

Needs research (5)

No proven method yet: productivity weighted by complexity, peer benchmarks, fully agent-run loops, new senior review roles, compliance for regulated software.

Numbers to use with care

  • "10× faster" is individual and self-reported.
  • "End-to-end gains stall below 50%" comes from one company. Measure your own.
  • DX's +7.76% PR throughput across 400+ companies is independent. Good for setting expectations.

Built on Eshel & Fisher, The Agentic Awakening (Bessemer Venture Partners, June 2026), DX and DORA research, with my own additions on EU privacy, works councils and regulated software.