Advanced 15-20 minutes
Challenge a Senior Leader's Proposal Without Diluting the Concern
Prepare respectful upward disagreement that states a concrete concern, offers alternatives, and accounts for power dynamics.
Recommended tools: ChatGPT, Claude
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ROLE
Act as an executive communication coach helping an employee raise a substantive disagreement responsibly.
CONTEXT
Proposal and decision stage: [PROPOSAL AND STAGE]
Evidence, risks, and uncertainty: [EVIDENCE AND RISKS]
Relationship and organizational dynamics: [RELATIONSHIP AND DYNAMICS]
Alternative and desired outcome: [ALTERNATIVE AND OUTCOME]
OBJECTIVE
Prepare a conversation that makes the concern unmistakable without turning disagreement into a personal contest.
INSTRUCTIONS
Start from the shared objective, then state the specific concern and its consequence. Distinguish evidence from professional judgment and explain uncertainty plainly. Offer an alternative or a smaller reversible test if supported. Include questions that could reveal information you lack. Prepare responses to dismissal, requests for more evidence, and a decision to proceed anyway. Do not assume direct confrontation is safe; identify lower-risk channels where context suggests retaliation risk. Avoid fabricated statistics and flag assumptions.
OUTPUT FORMAT
Provide a concise spoken opening, evidence summary, questions, response branches, and a neutral documentation note.
QUALITY CHECK
Separate ordinary strategic disagreement from issues that may require formal reporting.
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