Your technology spend can keep climbing while your confidence keeps slipping. That is usually not a software problem. It is a decision problem. If you cannot explain the case in one page, the business probably does not understand the tradeoffs, the owner, or the payoff. That is how tool sprawl, weak reporting, and shadow IT […]
The One-Page Technology Business Case CEOs Need Read More »
A software statement of work can hide a lot in plain sight. It looks like paperwork, but it is really where scope, money, risk, and accountability get locked in. If you skim it, you may buy more delay, more vendor control, and less clarity than you expected. If you read it like a CEO, you
What CEOs Should Review in a Software Statement of Work Read More »
If you feel like technology is getting more expensive, harder to trust, and more tied to business risk, you are not imagining it. A comprehensive technology risk review serves as a cornerstone of any modern IT risk management program, giving you a cleaner view of what is working, what is exposed, and what needs your
The CEO’s 10 Questions for a Technology Risk Review Read More »
AI moves fast, and the pressure for a successful AI transformation moves even faster. If you do not have an IT department, the danger is not that you will miss the trend. The danger is that you will buy tools before you know what problem they are meant to solve. You do not need to
AI Adoption Checklist for CEOs Without an IT Department Read More »
If you only look at IT activity once a month, you are looking at the wrong thing. You do not need a pile of system reports; instead, you need a small set of metrics where every key performance indicator helps you determine whether technology is supporting growth, hiding risk, or burning cash. Most CEOs get
What Technology KPIs Should a CEO Track Every Month? Read More »
AI is easy to buy and hard to turn into business value. You can spend money fast and still end the quarter with the same slow workflows, the same messy data, and the same board questions. Your job is not to fund every shiny use case. Your job is to pick the AI investments that
How CEOs Should Prioritize AI Investments in 2026 Read More »
AI is easy to buy and hard to turn into business value. You can spend money fast and still end the quarter with the same slow workflows, the same messy data, and the same board questions. Your job is not to fund every shiny use case. Your job is to pick the AI investments that
How CEOs Should Prioritize AI Investments in 2026 Read More »
Your board does not care that AI is exciting. It cares whether AI helps you make better decisions, move faster, and avoid a mess you cannot defend later. That is why the AI questions for CEOs are not really about tools. They are about business value, risk, and control. If you cannot answer those questions
Three AI Questions Every CEO Should Be Ready to Answer Read More »
A software contract renewal can look harmless right up until it locks in another year of drift. For you, this is not just paperwork. It is a decision about cost, control, data, risk, and how much friction you are willing to keep paying for. If you renew on autopilot, you are probably renewing the same
What CEOs Should Do Before Renewing a Major Software Contract Read More »
When technology feels out of control, the budget is usually not the real problem. The real issue is that ownership, priorities, and risk are spread across too many people and too many tools. That is how CEOs end up paying for motion without getting control. You do not need more noise. You need a clearer
What CEOs Should Do When Technology Feels Out of Control Read More »
