Risk Assessment with AI-Powered Pre-Mortems
Red Team mode attacks your plans from 4 vectors before launch. Find vulnerabilities, document risks, and export mitigation strategies.
The Things That Kill Projects Are the Things Nobody Questioned
You’re about to launch. The team is aligned. The timeline is set. What could go wrong? Your optimistic brain won’t tell you. Your team won’t challenge the CEO’s plan. And single AI tools reflect back what you want to hear.
Red Team Mode: Structured Vulnerability Assessment
Every attack and every mitigation documented. An audit trail showing you did the analysis.
Four Attack Vectors
Technical (GPT-5.2)
Architecture weaknesses, scalability limits, security gaps
Logical (Claude)
Hidden assumptions, reasoning errors, inconsistencies
Practical (Perplexity)
Market conditions, competitor moves, historical failures
Mitigation (Gemini)
Risk ranking, fix recommendations, scenario planning
The Output
Kill Chain Analysis
How small failures cascade into project death
Prioritized Risk Matrix
What to fix first, ranked by impact and likelihood
Mitigation Recommendations
Specific actions to reduce each identified risk
Documented Uncertainty
What you still don’t know, explicitly stated
Product Team Preparing for Major Feature Launch
Query: “Red team our plan to launch AI-powered search in Q2”
Technical Attack
“Your architecture assumes 50ms latency. The AI inference layer adds 200-400ms. User experience will suffer on slow connections.”
Logical Attack
“You assume users want AI search. Your user research sample (n=23) was from power users who requested it. General user base preferences unknown.”
Practical Attack
“Three competitors launched similar features in the last 6 months. Two have since rolled back due to accuracy complaints.”
Kill Chain
Technical latency → user frustration → negative reviews → reduced adoption → feature killed in Q3
Mitigation Matrix
- P1: Implement progressive loading (fix latency perception)
- P2: Expand user research before full rollout
- P3: Build rollback plan before launch
Result
Launch delayed 3 weeks for latency fix. Saved a failed launch. Documented pre-mortem shows due diligence was performed and specific risks were identified before execution.
Best Modes for Risk Assessment
| Mode | Application |
|---|---|
| Red Team | Pre-launch vulnerability assessment |
| Debate | Testing assumptions about risks |
| Sequential | Building comprehensive risk analysis layer by layer |
Deliverable Types
Export professional risk documentation directly from your analysis sessions.
Risk Assessment Reports
Comprehensive vulnerability documentation
Pre-Mortem Analyses
Structured failure mode identification
Vulnerability Documentation
Attack vectors with severity ratings
Mitigation Plans
Prioritized action items with ownership
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Run a Pre-Mortem
Four attack vectors. Documented vulnerabilities. Find what kills projects before launch.