Investigate triggers that precede the conversation: a missed commitment, a terse Slack, a shifting priority. Collect artifacts and phrases people actually use. From these, craft prompts that start mid-stream, forcing realism. Anchoring on the true precipitating detail prevents sterile role-play and invites emotionally honest practice.
Provide role cards capturing incentives, power limits, schedules, and fears. A new manager who cannot change salary, an expert rushing to pick up a child, an engineer guarding autonomy—context shapes choices. Constraints sharpen empathy, forcing creative, respectful language over authority plays. Better boundaries, better learning, better trust.
Decide channel, timebox, and noise: a hallway chat before a demo, a camera-off call during commute, a boardroom with a clock. Environment steers tone and tactics. Practicing context-switches builds agility, reduces surprise, and inoculates against avoidable friction when the real conversation finally arrives.
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