I have run networks and infrastructure, information security and risk, data science, delivery and platforms, product, and the executive layer where the question stops being how to build it and becomes which of these deserves the money. The order I did them in matters far less than having done all of them, because it means I can tell when somebody is describing a problem one layer away from where it actually is.
Being comfortable in a board conversation is not the same as understanding what is actually running underneath it. Holding both at once is the whole job, and it is the part that cannot be picked up from one side or the other.
One thing keeps recurring, and I have stopped treating it as coincidence: new technology only produces value once an organisation can operate it, govern it, secure it and connect it to something somebody actually wanted. That has never been more true than with AI, where strategy, data, identity and security stop being separate conversations and become one.
In practice I am fairly direct. I would rather tell you early that a plan will not work than be agreeable about it for three months, and I would rather say a problem does not need me than invent a reason that it does. If you want somebody to validate a decision that has already been made, I am the wrong person to call.