Difficult Conversation Planner

Pathway Builder 🔒
Domain
Relationships
Type
Planner
Phase
Action
Details
30 min Between sessions As-needed
Topics
Communication Emotions

Tools for strengthening communication and team dynamics.

When to Use This Tool
A client who's been avoiding a conversation they know they need to have
Someone who tends to either over-prepare and come in too hot or under-prepare and lose the thread
A leader who needs to deliver feedback that could damage a working relationship
How to Introduce This Tool Plus

There's a conversation you've been circling. What's the one thing you most want ...

Download This Tool

Free PDF - print-ready, professionally formatted

Preview Planner · 30 min

For the Coaching Practitioner

Plus
Coaching Scenarios Plus
1 Leader who has avoided a performance conversation for months
Context

Your client has a direct report who has missed deliverables three times in the past quarter. Each time, your client had a brief 'check-in,' offered support, and received assurances that performance would improve. Nothing changed. The client knows they need to have a direct performance conversation but has rationalized delay with 'I'm giving them a chance to self-correct.' The direct report has not received clear feedback that their role is at risk.

How to Introduce

Frame the planner as building enough structure to make the conversation actually happen, not just feel more prepared for...

2 Individual contributor needing to push back on an unrealistic deadline set by their manager 🔒
🔒
3 coaching scenarios with introduction language, observation guides, debrief maps, and red flags
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For professional coaches and coaching practitioners
Tool Flow Plus
See what this tool requires and produces in a coaching engagement
Unlock with Coaching Tools Plus

Pairs Well With

Relationships

Empathy Practice Worksheet

A leader who's been told they come across as dismissive even when they're trying to be helpful

30 min Worksheet
🔒
+3 more with Plus

This tool is part of a coaching pathway

Step 3 of 6 in I feel like I'm navigating everything alone and I'm not sure who I can turn to

Next: Relationship Boundaries Worksheet → Explore all pathways →

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