A Clear, Step-by-Step Process for Managing Challenging Staff Conversations
ARE DIFFICULT CONVERSATIONS DRAINING YOU?
Discover a simple planning process to hold team members accountable without creating unnecessary conflict.
Do you find yourself avoiding tough conversations with someone on your team?
You want your team to succeed. You care about performance and morale. But what happens when someone isn’t pulling their weight, crosses a boundary, or keeps going off track?
You start replaying the conversation in your head.
What if they get defensive?
What if you say the wrong thing?
What if it escalates?
So you wait. You tell yourself you’ll handle it when you feel more prepared.
But let’s be honest. Avoiding the conversation or rushing into it rarely solves the issue. It lingers. Tension builds. Productivity dips. And the emotional load stays with you.
It’s not a leadership flaw.
Most of us were never taught how to properly prepare for difficult conversations.
That’s exactly why this guide exists. It gives you a clear, reflective process so you can approach the conversation calmly, confidently, and with the right structure behind you.
This Free Guide is Created to Change That!
After 12 years as a school leader, and years before that as a team leader, I’ve seen first-hand the difference a well-prepared accountability conversation can make.
When handled properly, these conversations don’t damage trust. They strengthen it.
This guide will help you:
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Move from avoiding difficult conversations to addressing them with clarity and confidence
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Turn uncomfortable feedback into moments of growth and alignment
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Strengthen your team by addressing issues early, before they escalate
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Lead with structure and accountability instead of guesswork
No more replaying conversations in your head.
No more awkward silences or big emotional blow-ups.
Just a clear, practical planning framework you can rely on.
The Exact Planning Framework I Use With Leaders
NICE TO MEET YOU!
Hi there! In case we haven't met..
Hi, I’m Jenny, founder of Positively Beaming, leadership development coach, facilitator, cheerleader and recovering Principal.
I work with school leaders to build practical skills and strong team cultures so everyone can thrive, especially in the busiest seasons of the job.
After years in school leadership, I know first-hand that difficult conversations with staff are one of the hardest parts of leading a team. They carry weight. They affect morale. And they can keep you up at night.
That is exactly why I created this guide. It gives you a clear, practical planning process so you can approach those conversations with confidence and clarity.
I hope it serves you well.
Jenny Cole


