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Technology leadership, software development, and industry perspectives

Red flags in technical due diligence: what experienced assessors look for

Red flags in technical due diligence: what experienced assessors look for

Every technical due diligence assessment tells a story. The red flags that matter most are rarely the obvious ones - they are the architectural decisions, testing gaps, and deployment risks that compound silently until they become expensive problems. Here is what I look for after 20 years of assessing codebases.

What technical due diligence covers - and why it matters before you invest

What technical due diligence covers - and why it matters before you invest

Technical due diligence evaluates whether the technology behind a product is sound, scalable, and secure before investment. This guide explains what the seven core assessment areas cover, what assessors look for, and how founders can prepare - written for non-technical decision-makers.

Why the model that writes more actually does more

Benchmarks don't tell the full story. After running Claude Code and Codex CLI side by side on real production work, the difference that actually matters in agentic workflows isn't capability — it's output style.

Why your technology costs more than it should

Why your technology costs more than it should

Most businesses overspend on technology without realising it. Over-engineered solutions, wrong architecture choices, technical debt, and vendor lock-in quietly compound into significant waste. Here are the patterns I see most often and what you can do about each one.

What happens in the first week of a project rescue

What happens in the first week of a project rescue

Only 31% of software projects succeed. When yours is in trouble, what actually happens when you bring in outside help? Here's a day-by-day walkthrough of the first week of a project rescue - from initial assessment through triage to a clear recovery plan.

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