Simulate the adversary’s response to your move
Assign someone to genuinely think and plan as your competitor, not just describe them.
Why it works
Strategy is often planned against a passive competitor — a static snapshot of what they are doing now. Real competitors adapt: your move changes their optimal response. Simulating their response forces you to model their incentives, capabilities, and information, which reveals whether your strategy holds up against an active, intelligent opponent rather than against the idealized plan in a vacuum.
How to do it
- Assign one person or small group to represent the competitor with genuine commitment — they are the competitor for the session.
- Give them information about the competitor’s actual situation, capabilities, and incentives.
- Let them develop a real response to your announced strategy, without being constrained to polite or charitable interpretations.
- Use their response to identify which parts of your strategy are actually robust and which depend on the competitor doing nothing.
Evidence
Perspective-taking and simulation of other agents’ decisions is studied in negotiation and game theory. Red-teaming as an adversary simulation is standard practice in military planning, intelligence analysis, and increasingly in competitive business strategy, though controlled outcome evidence is limited. (clinical)
Evidence is mostly from domains where red teaming is mandatory practice (intelligence, security) rather than from controlled comparisons. Transfer to corporate strategy is principled but not empirically confirmed.
Common mistake
Simulating a polite, slow, or irrational competitor that confirms the original plan rather than genuinely engaging with how a rational, well-resourced adversary would respond.
Practice this with IX Coach
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More practices for Red Teaming: Stress-Testing Plans Before They Fail
- Appoint an explicit devil’s advocate role
Give one person the formal job of arguing against the plan — making dissent structural, not personal.
- Map and stress-test your key assumptions
Before executing, list the assumptions the plan depends on — then ask which ones would kill it if wrong.
- Use reverse brainstorming to find failure modes
Ask "how would we make this fail?" instead of "how do we make this succeed?"
- Combine the pre-mortem with red team pressure
Run a pre-mortem and then ask the red team to find the failure mode the team missed.
- Require the plan to change, not just the risk register
A red team exercise that doesn’t change the plan has accomplished nothing.
Related concepts
- Decision Journaling: Learning to Decide Better Over Time
How to build a personal feedback loop for the decisions that actually matter
- Survivorship Bias: Learning from What You Can’t See
The invisible graveyard of failures — and how to reason from the full distribution
- The Eisenhower Matrix for Teams
Adapting the urgent/important split for shared priorities, delegation, and team alignment