Prepare questions for the Upgrading Organisation being a IT guy with a Business , Network, and security perspective.

An organisation has 20,000 computers on which 8000 uses Windows 7.They want to upgrade those 8000 computers to Windows 10. They have their data on the Cloud. We (Being the IT company) are going to upgrade thier Machines. We have to come up with questions that need to be asked to the Organisation representative who are upgrading the machines. The questions may involve Budiness, related, Network related, Security related. Need at least 5 questions that is possibly asked to the Upgraders