Offensive security operations requires significant amount of considerations.
In order to have proper penetration or red team testing, you need to plan in detail from the beginning.
Get all test targets under control
“How do you ensure ALL test targets are covered”
It is a very big issue that you need to ensure that all test targets are covered missing nothing in your scope. This requires granular control and tracking regarding to each target.
"Offensive test target management is the most critical thing"
In case you miss testing any test target in your scope, attackers won't.