task icon Task

Prepare for Difficult Conversation

1

Ask the user about the upcoming conversation:

  • What's the difficult conversation about? (performance, behavior, conflict, bad news)
  • What's your relationship with this person?
  • What specific issues or incidents need to be addressed?
  • What outcome do you want from this conversation?
  • When and where will this happen?
  • What are you most worried about?

Understanding their concerns helps prepare for likely scenarios.

3

Generate conversation guide: mindset check and facts vs stories prep, opening
scripts (direct and soft options), 5-part structure (open, share, listen, solve,
commit), handling difficult reactions (anger, shutdown, deflection, denial, tears),
and post-conversation checklist.

4

Present the preparation and offer:

  • "Want to role-play the conversation?"
  • "Should I help you prepare specific responses to pushback?"
  • "Need a follow-up documentation template?"
                    You MUST use a todo list to complete these steps in order. Never move on to one step if you haven't completed the previous step. If you have multiple read steps in a row, read them all at once (in parallel).

Add all steps to your todo list now and begin executing.

## Steps

1. Ask the user about the upcoming conversation:
- What's the difficult conversation about? (performance, behavior, conflict, bad news)
- What's your relationship with this person?
- What specific issues or incidents need to be addressed?
- What outcome do you want from this conversation?
- When and where will this happen?
- What are you most worried about?

Understanding their concerns helps prepare for likely scenarios.


2. [Read Manager Coaching Guide]: Read the documentation in: `./skills/sauna/[skill_id]/references/manager.coaching.guide.md` (Reference difficult conversation guidelines)

3. Generate conversation guide: mindset check and facts vs stories prep, opening
scripts (direct and soft options), 5-part structure (open, share, listen, solve,
commit), handling difficult reactions (anger, shutdown, deflection, denial, tears),
and post-conversation checklist.


4. Present the preparation and offer:
- "Want to role-play the conversation?"
- "Should I help you prepare specific responses to pushback?"
- "Need a follow-up documentation template?"