Insights — Technology Strategy and AI Knowledge Library

Insights

Thoughts, frameworks, lessons and practical guidance drawn from technology leadership, cybersecurity, transformation and product work.

Featured

Start here

The pieces that cover the decisions raised most often in first conversations.

AI Product Development

Built With AI, Not By AI

What building a production digital platform taught me about AI-assisted product engineering, from architecture and security to testing, design, human judgment and the moments when AI got it wrong.

10 min read · Updated Invalid Date

Digital Transformation

Moving from spreadsheets to a platform without losing the business

Spreadsheets encode real operational knowledge. A sequence for replacing them that keeps the knowledge and avoids a failed migration.

6 min read · Updated Invalid Date

Cybersecurity Governance

Designing for audit from day one

Audit trails, access control and evidence are cheap to design in and expensive to retrofit. What to decide before the first feature is built.

7 min read · Updated Invalid Date

The library

Search and filter

Every piece answers one business question and records the date it was last revised, because positions change as evidence accumulates.

5 articles

AI Product Development · Product Architecture · Digital Transformation · Engineering Leadership · Product Management

Built With AI, Not By AI

What building a production digital platform taught me about AI-assisted product engineering, from architecture and security to testing, design, human judgment and the moments when AI got it wrong.

Answers: What does AI-assisted product engineering actually look like when AI is deeply involved in building a production platform, but humans remain responsible for the product, architecture, security and outcome?

Jordan Dias · Invalid Date · 10 min read · Updated Invalid Date

Digital Transformation · Technology Strategy

Moving from spreadsheets to a platform without losing the business

Spreadsheets encode real operational knowledge. A sequence for replacing them that keeps the knowledge and avoids a failed migration.

Answers: A core process runs on spreadsheets and every attempt to replace them has ended in parallel running.

Jordan Dias · Invalid Date · 6 min read · Updated Invalid Date

Product Management · Technology Strategy

What belongs in a first release

A first version should be small enough to reach real users quickly and complete enough that their reaction means something. How to decide where that line sits.

Answers: A first release keeps growing and the launch date keeps moving.

Jordan Dias · Invalid Date · 5 min read · Updated Invalid Date

Cybersecurity Governance · Privacy & Compliance

Designing for audit from day one

Audit trails, access control and evidence are cheap to design in and expensive to retrofit. What to decide before the first feature is built.

Answers: A product is heading into its first enterprise security review with no audit history to show.

Jordan Dias · Invalid Date · 7 min read · Updated Invalid Date

AI Product Development · Technology Strategy

When AI is the wrong answer

Three conditions that determine whether a workflow should use a language model, and what to build instead when they are not met.

Answers: A model-backed feature has been requested and nobody can say whether it will pay for itself.

Jordan Dias · Invalid Date · 6 min read · Updated Invalid Date

Read most often

Ordered by the questions that come up repeatedly in first conversations.

01
When AI is the wrong answer
AI Product Development · 6 min read
02
Designing for audit from day one
Cybersecurity Governance · 7 min read
03
What belongs in a first release
Product Management · 5 min read
04
Moving from spreadsheets to a platform without losing the business
Digital Transformation · 6 min read

In progress

Being written next

Working titles for pieces already drafted from client work. Listed so the direction of the library is visible rather than implied.

AI Product Development

How to validate an AI product before building it

What evidence should exist before a model-backed feature is funded?

Technology Strategy

Choosing between custom software and SaaS

When does a process justify a build rather than a configured product?

Engineering Leadership

When a business needs senior technology leadership

What are the signals that advice is no longer enough?

Privacy & Compliance

Designing AI products for regulated industries

How do review, retention and explainability shape the architecture?

Cybersecurity Governance

Security by design in modern product development

Which controls have to exist before the first release?

Product Management

Building products faster with AI-assisted development

Where does assisted delivery actually compress the timeline?

Digital Transformation

Why most internal business applications fail

What causes teams to return to the spreadsheet after launch?

Product Architecture

Lessons from building multiple SaaS platforms

Which early decisions repeatedly determined the cost of change?

Technology, security and transformation start with the right questions.

Share the context and the challenge you are working on. I will reply personally.

Start the conversation Explore my work