Asking the right questions relevant to Stakeholder Personas

Hi Team - I'm curious to learn more about how I should differentiate my outreach/communication based on the people I'm meeting with, let's assume there are 3 types

1. Product Champion - ( I assume we can focus on all things product)
2. Executives - CEO, CIO, IT Director, etc ( This is where I need help )
3. The middlemen - Finance, product users, etc ( Again not sure)

What are the questions we can ask - mainly to Execs and what are the metrics that matter?

I'm trying to pool in all possible Questions from here and make a list and send it across