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An AI operating system for senior transformation work. 38 custom Claude skills, a 5-agent pipeline, audit and brand gates.

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transformation-os

A hand-built Claude Code operating system for running senior transformation work: one engine that analyses, one engine that remembers.

hero

I run an 8 figure cost productivity programme at a large ASX-listed infrastructure services enterprise (~$6B revenue, ~35,000 people). This repository is the system I built to run it. Procurement reviews, working-capital models, board papers, client dashboards, evidence ledgers, all of it flows through here.

The premise: AI delivers leverage when it is engineered into the workflow, not summoned ad-hoc.


Two engines

This is not a cost-out shop with an AI wrapper bolted on. Two co-equal engines run underneath everything in here.

The Pipeline (analytical)

Thinking, then process, then branded output. Five agents and two human-approval gates turn a question into an executive-ready deliverable, and neither gate is optional: exec work dies at the partner review, not at the analysis.

Read more: methodology/pipeline.md

The Brain (knowledge)

Capture, then summarise, then remember. Every meeting, every weekly synthesis, every mistake is written into a wiki graph and a persistent memory index that loads automatically at the start of the next session, so the system compounds instead of starting from zero each time.

Read more: brain/


What is in here

.
├── skills/              38 custom Claude Code skills across 6 families
│   ├── README.md        master index of every skill
│   ├── pipeline/        five-agent analytical pipeline + gates
│   ├── program/         transformation programme management
│   ├── documents/       executive Word / Excel / PowerPoint output
│   ├── analysis/        data + commercial insight
│   ├── product/         scoping + storyboarding + personas
│   └── utility/         integrations: Smartsheet, Notion, SAP, DuckDB
├── brain/               knowledge engine: capture -> summarise -> remember
│   ├── 1-capture/       meeting notes to structured wiki entries
│   ├── 2-summarise/     weekly synthesis per workstream
│   └── 3-remember/      durable memory + wiki graph writes
├── methodology/          the pipeline, the gates, the audit logic
├── examples/             sanitised artefacts from real programme work
└── docs/                 diagrams + tiles + screenshots

The Pipeline

system

Six layers. Ingest, data, pipeline, output, audit, knowledge. The pipeline is the spine, but the surface around it is what makes the work survive an executive review.

Five agents and two human-approval gates run every analytical deliverable:

Stage What it does
Agent 1: Clean Ingest, normalise, classify
Gate: Working Construct Hypothesis-driven story skeleton (MBB practice). I sign off before any analysis runs
Agent 2: Analysis DuckDB, spend cube, structured data cuts
Agent 3: Synthesis Findings to implications
Agent 4: Blueprint Deck architecture and key messages
Gate: Partner Review Pre-delivery critique: substance, structure, audience
Agent 5: Final Deck PPTX / Word / HTML, executive-ready

The gates are not optional. They exist because exec deliverables die at the partner review, not at the analysis.

Full detail: methodology/pipeline.md


The Brain

brain

The Pipeline turns a question into a deliverable. The Brain turns the ordinary work of running a programme, meetings, weekly updates, decisions, mistakes, into something that compounds instead of evaporating at the end of every session.

Three stages, always in the same order:

Stage What it does
1. Capture Turns a raw meeting into a structured, linked wiki note
2. Summarise Synthesises a week of notes into a per-workstream update, applying a so-what filter, not just aggregating
3. Remember Writes durable findings into the wiki graph and a persistent memory index, both loaded automatically at the start of the next session

The persistent memory index is the novel piece. It is what lets a new session start already knowing what the last one learned, instead of re-deriving it from scratch. Most AI setups are stateless: whatever the system learned last week is gone by the time it is needed again. This one is not.

wiki graph

The output is visible in the wiki graph itself: roughly 616 notes connected by 1,925 links, a navigable structure the next analysis can query instead of a folder of dead files.

Full detail: brain/README.md


The skills

skills

38 skills across 6 families (pipeline, program, documents, analysis, product, utility), each versioned markdown with a structured front-matter. Skills are composable, idempotent where possible, and reviewed like code. Full list: skills/README.md. The interesting ones:

  • route-task: routes any incoming task to the right thinker lens (CSO/CFO/CAO etc.) and the right output skill
  • pipeline-working-construct: builds the hypothesis skeleton before analysis runs
  • pipeline-partner-review: pre-delivery critique simulating an MBB partner pass
  • clevel-review: gate for any senior-audience deliverable
  • exec-comms: visual + structural format discipline (callouts, parallel tables, banned-word scans)
  • program-steerco-pack: board-grade programme view from live data
  • program-exec-summary: one-page summaries that survive an ExCo
  • analysis-commercial-insight: classifies cost problems by lever, timeline, and size before any analysis runs
  • documents-davila7-xlsx: Excel outputs with formulas, cover sheet, brand audit baked in

A skill from the inside

skill

Skills are not prompts. They are versioned software. They have a description, a trigger contract, a process, and an output specification. They are reviewed, audited, refactored, and removed.


What it ships

dashboard

Real patterns from real programme work, reproduced here as sanitised, fictional-data examples:

  • examples/dashboard/: a client-facing benefit dashboard (structured data to styled HTML/PNG, brand-adaptable, one-operator build)
  • examples/exec-summary/: a one-page decision brief run through the exec-comms formatting discipline pass
  • Steerco packs and decision briefs (Word + PPTX, brand-audited)
  • Category reviews backed by 8M+ rows of SAP spend (DuckDB local query layer)
  • Treasury-grade working capital models (live formulas, CFO-defensible audit trail)

The learning loop

The system remembers not just projects, but mistakes. Every silent SQL trap, every library that produces files the reader cannot open, every field that lies about its contents: each one becomes a durable engineering rule that gets written into the standards, not just fixed and forgotten. The next build avoids it.

This is the efficiency flywheel. Rework cycles compound in the wrong direction; captured gotchas compound in the right one. After enough cycles the build is correct on the first pass because the traps were already catalogued.

Full set: methodology/engineering-standards.md


Why this repo exists

Three reasons:

  1. Most public AI content is toy demos. Senior operators need to see real workflows that survive a real partner review. There is not enough of this online. Here is one.
  2. The system is the value. Individual prompts are commodities. The opinionated, composed, audited system is what produces leverage at the ExCo level.
  3. I want to talk to AI companies building for senior operators. This repo is the fastest way to show what I care about: orchestration, taste, audit, accountability.

What is NOT in here

For commercial and confidentiality reasons:

  • No employer financials, vendor names, contract counterparties, or specific $ savings by category
  • No client-confidential outputs (everything in /examples/ is sanitised, fictional data)
  • No internal employer data (the SAP / spend cube / project data files are not committed)
  • No personal correspondence

The skills themselves are generic. They work in any senior-stakeholder workflow.


About

Jacob Ooi. Sydney. Head of Transformation, a large ASX-listed infrastructure services enterprise.

Open to conversations with AI teams. Most interested in agentic orchestration, evaluation, audit, and taste.


Licence

MIT for the skills themselves. The methodology is what it is: borrow it, fork it, ship better than I did.

About

An AI operating system for senior transformation work. 38 custom Claude skills, a 5-agent pipeline, audit and brand gates.

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