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Insights

Plain answers to expensive questions.

Short, practical perspectives drawn from decades of building, leading, and rescuing technology work. Pieces are added as Mark writes them — the summaries below outline what is planned.

Why Software Projects Fail Before Coding Begins

Most failures are decided in the assumptions, requirements, and ownership choices made long before the first line of code. A look at the early signals that quietly determine the outcome.

Article in preparation

When a Rewrite Is Necessary and When It Is Reckless

“Let's just rewrite it” is sometimes wisdom and sometimes the most expensive mistake on the table. How to tell which situation you are actually in before committing.

Article in preparation

Questions Executives Should Ask Before Approving an Artificial Intelligence Project

Separating measurable business value from novelty, weak data, hidden cost, and vendor promises — the questions that should be answered before the budget is approved.

Article in preparation

Why the Best Programmer May Be the Wrong Technical Manager

Technical brilliance and management are different skills. Promoting the strongest engineer can cost you both a great engineer and a functioning team. What to weigh instead.

Article in preparation

The Real Cost of Keeping a Bad Vendor

The switching cost is visible; the cost of staying rarely is. A framework for seeing lock-in, drift, and dependence for what they actually add up to.

Article in preparation

A Technology Roadmap Is Not a Shopping List

A roadmap is a set of reasoned decisions about sequence, dependency, and risk — not a wish list of products. How to build one leadership can defend.

Article in preparation

Technical Debt That Has Become Business Risk

Some technical debt is a manageable trade. Some has quietly turned into an operational and business threat. How to tell the difference and what to do about it.

Article in preparation
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