The leader is the engine
Be as fluent in your stack as your CIO. Set the agenda, force the priority. It cannot be delegated.
Where it came from
I joined a project that had already been running for a while. Stores were built, e-commerce was live, and the team was about to buy an ERP. My instinct said no. Should we really have an ERP, or is this the thing we build. The advantage we had was going to come from an agent driven stack of our own, buying only the pieces we genuinely needed. I could only have that argument because I was in the stack myself. You cannot form that view from a status report. Technology shapes the organisation, and the organisation shapes the technology back.
When it does not hold
I do not think being close to the technology ever cost us anything. The cost sat next to it. I change my mind easily, and we moved several foundations more than once, the LLM layer and the development environment among them. A leader who is deep in the stack is also a leader with opinions about the stack, and it is the team that carries the churn. Worth knowing before you copy this.