I had to fire someone I'd hired, mentored, and considered a friend. I did it badly. We haven't spoken since.
That experience forced me to learn how to have these conversations well—not just legally, but humanely. Here's what I wish I'd known.
Why Most Terminations Go Wrong
Most termination conversations fail because managers are uncomfortable. Their discomfort makes them do one of two things:
They rush. Get it over with as fast as possible. This feels abrupt and cruel to the employee.
They over-explain. Twenty minutes of justification that sounds like arguing. This invites debate and prolongs pain.
The goal isn't speed or thoroughness. It's clarity and dignity.
The First Thirty Seconds
The employee will remember how you opened this conversation for the rest of their lives.
Bad opening: "So, I have some difficult news..." (vague, creates anxiety) Bad opening: "You know that project that went wrong?" (starts with blame) Bad opening: "This is hard for me to say..." (makes it about you)
Better: "I need to share something difficult. We've made the decision to end your employment, effective today."
Clear. Direct. Doesn't hide what's happening.
Then pause. Let them process. The most important thing you can do in the first minute is give them space to absorb the news.
What to Say (and What Not to Say)
The conversation should cover:
- The decision and effective date
- Logistics (final paycheck, benefits, returning equipment)
- What happens next (severance details, references)
The conversation should NOT include:
- Extensive reasons why
- Comparisons to other employees
- Criticism of their character
- False hope ("Maybe in the future...")
Keep the "why" brief: "This wasn't the right fit" or "The performance issues we discussed didn't improve." You don't owe them a detailed critique, and providing one invites argument.
The Documentation Question
By the time you're having this conversation, documentation should already exist. Performance concerns should have been communicated. Improvement plans should have been given a chance.
If none of that happened, that's a management failure—but it's too late to fix now.
Document the termination conversation itself: date, time, what was said, who was present. Send a formal letter confirming the details. This protects everyone.
The Witness
Always have a witness present. Usually HR or another manager.
This isn't about distrust. It's about:
- Having support if the conversation becomes difficult
- Ensuring accurate records
- Protecting both parties from he-said-she-said disputes
The witness should take notes but not actively participate unless needed.
Handling Their Reaction
People respond to termination in different ways. You might see:
Shock: They go quiet. Give them time. Offer water. Sit in silence if needed.
Anger: Stay calm. Don't argue. Acknowledge their feelings: "I understand you're upset. This is hard news."
Negotiation: "What if I..." Don't engage. The decision is made: "I understand, but the decision is final."
Tears: It's okay to express sympathy. "I know this is difficult." Have tissues available.
Don't take any reaction personally. This is about them processing life-changing news, not about you.
The Logistics
Have practical details ready before the conversation:
- Final paycheck (when and how delivered)
- Benefits information (COBRA, etc.)
- Severance package (if applicable)
- Reference policy (what will you say if called?)
- Equipment return process
- Timeline for leaving (end of meeting? End of day?)
Ideally, provide this in writing so they can process it later. They won't remember details from a conversation like this.
The Departure
How they leave the building matters.
Worst case: Security escorts them out immediately while coworkers watch. This is humiliating and usually unnecessary.
Better: "Take the rest of today to collect your things. We'll handle the team communication tomorrow."
Unless there's a security concern, let them preserve some dignity in their exit.
Communicating to the Team
Don't pretend nothing happened. Don't share private details.
A simple announcement: "I wanted to let you know that [Name] is no longer with the company. We wish them well. [Name's] responsibilities will be handled by [interim plan]. I'm happy to answer questions about logistics, but I'm not able to share details about personnel decisions."
The team will notice how you handle this. Treating departing employees with respect signals how you'll treat everyone.
The Emotional Reality
Terminating someone is hard. Even when it's clearly the right decision, it affects you.
It's okay to:
- Take a few minutes afterward to decompress
- Acknowledge to trusted colleagues that it was difficult
- Reflect on what you could have done differently
It's not okay to:
- Complain about the fired employee
- Seek validation from your team
- Treat it like no big deal
This should never feel routine. The day it does is the day you've lost something important.
What I Do Differently Now
Before any termination:
- I make sure there's no surprise. The employee should know their performance is a concern.
- I prepare every logistical detail in advance.
- I write out my opening sentence and practice it.
- I schedule enough time so no one feels rushed.
During the conversation:
- I lead with clarity.
- I keep explanations brief.
- I give them space to react.
- I focus on logistics more than justification.
After:
- I communicate appropriately to the team.
- I give myself permission to feel the weight of it.
Nobody wants to have these conversations. But doing them well is part of the job.
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