"Drilling is expensive… [You] need to plan for the downside, not just the upside… cater for the range of outcomes so you can respond quickly”
This looked similar to an approach outlined by a defence participant, who explained how they collect intelligence, then brainstorm possible scenarios, and pre-plan orders for each possibility so commanders don’t have to seek permission in the heat of the battle.
“The commander has his battle chart which says if this happens, do that”.
The commander has already thought about likely scenarios and made a decision in advance, based on collected intelligence. The same technique is used in the IT industry where disaster scenarios are often well pre-planned to allow rapid response in a time of crisis.
For ideas on how to maintain situational awareness, check out OODA Loops.
To let informed experts make the decisions for you, consider delegated control.
Collyer, S., Warren, C., Hemsley, B., & Stevens, C. (2010). Aim Fire Aim - Project Planning Styles in Dynamic Environments, Project Management Journal, 41(4), 108-121.
Collyer, S., & Warren, C. M. J. (2009). Project Management Approaches for Dynamic Environments, International Journal of Project Management, 27(4), 355-364