executive-mentor - Adversarial Thinking Partner for Executives
Stress-tests plans, prepares for board meetings, dissects hard decisions, and forces honest post-mortems
Tags
Updated: 2026-03-24Capabilities
Typical Inputs
Typical Outputs
What this skill does
- challenge plan
- find weaknesses
- identify assumptions
- rate confidence
- map dependencies
- prepare questions
- build narrative
- know numbers
- analyze reversibility
- map stakeholders
- plan communication
- evaluate trade-offs
- challenge assumption
- surface counter-evidence
- model downside
- propose hedge
- conduct postmortem
- ask five whys
- identify root cause
- assign ownership
Inputs
- plan
- board meeting agenda
- hard decision
- assumption
- failure event
- company context
- stakeholder information
- financial data
Outputs
- vulnerability analysis
- board preparation questions
- decision framework
- assumption challenge report
- postmortem analysis
- stakeholder impact map
- identified risks
- root cause findings
Requirements
- adversarial reasoning capability
- stress testing framework
- decision analysis framework
- critical thinking capability
- root cause analysis capability
- scenario modeling capability