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Portfolio & Dependency Thinking
All levels — SA, EA, TS4-5 hoursPortfolio map template + dependency radar + investment alignment grid

How to see all systems, initiatives, and investments as a connected whole — understanding dependencies, shared capabilities, and how decisions in one place ripple across others.

...capability built twice is waste. A dependency missed is an outage waiting to happen. I've seen perfectly designed systems that couldn't integrate with the portfolio — and "suboptimal" systems that fit the portfolio...

1 dayIntensive
StrategicPortfolio-level
Technical Debt & Rationalisation
Intermediate to Advanced (SA, EA, TS)5-6 hoursTechnical debt taxonomy + rationalisation prioritisation framework + modernisation criteria

How to understand, measure, prioritise, and reduce technical debt — the accumulated cost of shortcuts, outdated decisions, and deferred maintenance.

...trade-off is acceptable." Acceptable — plan to repay. Deliberate + Reckless — "We don't have time for design." Dangerous — high interest. Inadvertent + Prudent — "Now we know how we should have done it."...

1 DayIntensive
StrategicSA · EA · TS
Future of AI
Intermediate to Senior Leaders3-4 hoursAI horizon scan + strategic implications analysis + preparation roadmap

What's coming in AI — multimodal models, on-device AI, open-source momentum, protocols, regulation, and the shift to AI-native organisations. See around the corner without falling for hype.

...analysis, visual QA Image generation Production (DALL-E, Midjourney, Stable Diffusion) Creative, design, prototyping Audio understanding Production (Whisper, Gemini) Transcription, voice commands...

Half DayIntensive
Horizon ScanDeliverable
What Architecture Is
All levels — SA, EA, TS3-4 hoursArchitecture definition canvas + what it is / what it isn't reference card

What software and enterprise architecture actually is — its structure, relationships, and decisions — and what it is not. No diagrams. No jargon. Just clarity.

...or by whoever happened to be in the room when the choice was made. Architecture exists whether you design it or not. The only question is whether it's deliberate. Once you understand that architecture...

Half-dayIntensive
FoundationFor all roles
Why Architecture Exists
All levels — SA, EA, TS3-4 hoursArchitecture purpose framework — complexity · alignment · risk · change · shared understanding

Why architecture exists — managing complexity, aligning technology with business, reducing risk, enabling change, and creating shared understanding across teams.

...shortcuts, watch people leave, lose knowledge — and slowly, quietly, the system drifts from any coherent design until no one fully understands how it works. Architecture exists to make complexity manageable...

Half-dayIntensive
PurposeWhy it matters
AI Adoption, Change & Project Delivery
Intermediate5-6 hoursAI adoption playbook + stakeholder engagement plan + delivery framework

Moving AI from exciting pilot to boring-but-valuable production. The people, the process, and the delivery discipline that turns AI potential into daily practice.

...into existing workflows, don't add new ones Irrelevance "This doesn't actually solve my problem" Co-design with end users, not for them Fatigue "Here we go again" Start small, prove value quickly, then...

2 DaysIntensive
Adoption PlaybookDeliverable
AI Evaluation, Testing & Validation
Intermediate to Advanced4-6 hoursEvaluation framework + test matrix + validation workflow

If you cannot evaluate an AI system, you cannot trust it. Learn how to test prompts, retrieval, agents, workflows, and production behaviour before confidence turns into risk.

...tests, live tests, and human review Metrics that matter Evaluating prompts, RAG, and agents Test set design and edge cases Validation as an operating habit What "good enough" actually means The evaluation...

1 DayHands-on
ValidationCore Discipline
AI Procurement, Vendor Evaluation & Tool Selection
Beginner to Intermediate3-4 hoursVendor evaluation scorecard + tool selection checklist + risk review template

Choosing AI tools is not a beauty contest. Learn how to evaluate vendors, compare capabilities, assess risk, avoid lock-in, and buy systems that your organisation can actually govern and adopt.

...purchasing decisions often quietly become capability decisions. A platform choice influences workflow design, governance posture, integration architecture, user habits, and future switching costs. In other...

Half DayDecision Focused
Vendor SelectionPractical
Fitness Functions Instead of Review Boards
Enterprise Architects, CTOs, Review Board Members, Engineering Leaders3-4 hoursA three-tier fitness function plan — your first three invariants automated, and the board agenda they retire

Batch review cannot govern continuous change. How to encode architectural invariants as automated checks — and what still belongs to the board.

...is not an argument that boards are bad. The inspector who visits once a month The review board was designed for a world where architectural decisions were rare and expensive. Design happened up front,...

1 DayIntensive
ContinuousNot batched
AI Agents and Automation
Intermediate to Advanced6-8 hoursAgent use case map + architecture blueprint + governance framework

AI agents — what they are, how they work, the protocols shaping them (MCP, A2A), and the governance you need before you let one act on your behalf. The bridge between AI that talks and AI that does.

...Observe Gathers information from tools, context, and memory Reads a file, searches the web, checks a database Orient Assesses current state and progress toward goal "I have 3 of the 5 data points I need"...

2 DaysIntensive
Agent DesignWorkshop
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