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Field notes on architecture, AI analysis, and technology risk

Practical writing for teams, investors, and technology leaders investigating complex software platforms.

AI Analysis

AI Code Analysis Is Not a Substitute for Engineering Judgement

Where AI helps, where it misleads, and how to use it safely in architecture reviews.

Due Diligence

What Investors Should Ask Before Buying a Software Business

A concise due diligence question set for platform, team, process, security, and roadmap risk.

Architecture

The Hidden Cost of Poor Architecture Boundaries

How coupling across teams, services, databases, and domains quietly slows product delivery.

Architecture

How to Read a Codebase You Did Not Write

A practical investigation process for mapping unfamiliar systems quickly without getting lost in every file.

Modernisation

Why Software Rewrites Usually Fail

A pragmatic look at rewrite risk, when rewrites are justified, and safer alternatives like incremental replacement.

Architecture

What an Architecture Assessment Really Gives You

Why independent architecture assessment gives leaders evidence about software risk before major technology investment decisions.

Architecture

When Technical Debt Becomes Business Risk

How to distinguish harmless engineering mess from debt that affects delivery, revenue, security, valuation, and strategic options.

Leadership

When to Hire a Full-Time CTO, and When a Fractional CTO Is Enough

A practical guide to deciding when technology leadership needs a permanent executive seat and when a fractional CTO can cover the gap.

Architecture

How Complexity Kills Software Projects

Why unchecked complexity slows delivery, increases risk, and quietly turns software projects into expensive change-management problems.

Due Diligence

Technical Due Diligence Beyond the Code Review

The platform, team, security, and scalability signals investors should understand before committing capital.

AI Analysis

Using AI to Understand Legacy Platforms

Where AI-assisted analysis helps when modernising older systems, and where senior engineering judgement still matters.

Architecture

What a Software Architecture Investigation Should Reveal

How to move from vague platform concerns to concrete findings about architecture risk, technical debt, and delivery constraints.