How to Dismiss Someone — A Practical Guide

For founders and managers who need to end a professional relationship with clarity, respect and legal compliance

🌟 Editor's Note

This article is not about being soft. It's about being serious.

Ending someone's time in your company — even when justified — demands clarity, structure, empathy, and legality. This is not just a human moment. It's also a legal and cultural minefield.

This piece brings together field experience, emotional intelligence, and practical compliance — so no one has to improvise their way through one of leadership's hardest decisions.

Dismissing someone is one of leadership's hardest decisions. It's not just a human moment — it's also a legal and cultural minefield that requires preparation and method.

João Chainho

🚩 The problem starts before the dismissal

Most dismissals fail because the problem isn't the final conversation.
It's everything that happened before:

  • Feedback that wasn't given

  • Expectations that weren't clarified

  • Processes that weren't followed

And the consequences extend afterwards:

  • In the team's memory

  • In how the person speaks about the company

  • In your own perception as a leader

🗺️ Know your country's rules

In the UK and European Union, and even most countries outside the US,
there's no such thing as "you're fired".

To lawfully terminate a contract, you typically have these options:

1. Disciplinary procedure
Requires formal notification, evidence, legal process and a clear breach of contract.

2. Mutual agreement
Must be consensual, documented, signed and usually compensated.

3. Probationary period termination
The scenario where employers have more flexibility — even so, written notice is recommended.

4. Redundancy
Must follow proper consultation processes and selection criteria.

📌 Fundamental rules:

  • Always consult legal before acting

  • Communicate your intentions to the employee before formal action

  • Don’t assume American practices apply elsewhere

✅ Checklist: are you ready to begin?

Ask yourself:

  • Have I provided regular, written feedback?

  • Did the person know expectations — and fail to meet them?

  • Have I tried coaching, support or adaptation first?

  • Have I spoken to HR and/or legal before this?

  • Am I acting from principle — or frustration?

⚠️ If you're unsure about any point: stop.
You're not ready — and rushing could have legal or cultural consequences.

🤝 The best exits aren't surprises

Even during probation, where no legal justification is required,
a clean exit is never abrupt.

  • Tell people where they stand

  • Give feedback that builds clarity

  • Let the other person see the signals coming

If someone is genuinely shocked to be dismissed,
you failed them earlier.

🧭 How to structure the conversation

A simple 4-part flow — designed to be respectful, legally neutral, and adaptable across countries:

1. Communicate the decision

"We’ve decided to bring this collaboration to an end."
or
"We’re concluding your contract as of today, following internal review."

⚖️ Use neutral language that reflects process — not blame, judgment or emotion.

2. Reference the context (brief and factual)

"We’ve had several conversations over time regarding expectations and development."
"Unfortunately, the improvement hasn’t been sufficient to continue this working relationship."

Keep it professional, aligned with prior feedback, and free from moral overtones.

3. Explain next steps (logistics + support)

"Here’s what will happen next regarding access, compensation, and documentation."
"If needed, we’ll walk you through the administrative and legal formalities."

Stay structured. Never rush this part. Ensure the person knows what to expect.

4. Hold space for reaction

Stay calm. Don’t rush. Don’t argue.

"I understand this may be a lot to take in. You’re welcome to ask questions or take a moment."

If needed:
"We can schedule time with HR or legal if you want to review any details formally."🛑 What NOT to say

❌ “This hurts me too”
❌ “It’s not personal”
❌ “You’re a great person, but…”
❌ “This is just how things are”

✅ Instead:

  • Say less

  • Be clear

  • Stick to facts

  • Preserve dignity without making promises

🧱 Post-exit communication: protect the team and culture

How you speak about someone who's left
signals everything to those who remain.

  • Be respectful — but not mysterious

  • Be clear — but not cruel

  • Be brief — but not silent

The message should reinforce values, not fear.

🌀 The emotional reality

Even in the cleanest exit, people experience a version of the change curve:

Shock → Denial → Anger → Sadness → Acceptance

  • Handle it with honesty, and you accelerate healing

  • Avoid discomfort, and you prolong it — for everyone

🤝 Don’t face this alone

Whether you're the one being dismissed or managing someone's exit,
don’t rely solely on friends or family.

You need someone who understands:

  • Employment law

  • Compensation rules

  • What can or cannot be signed under pressure

  • What’s fair vs. what’s convenient for the company

Kindness isn’t enough.
You have to be competent too.

🧠 Final thoughts

Dismissing someone well requires preparation, legal awareness, and emotional intelligence.
It’s not about being soft — it’s about being serious.

The conversation itself is just one moment.
Your credibility as a leader depends on everything you did before it,
and everything you do after.

📘 Bonus: the full tactical handbook for real-world exits

This week’s newsletter includes a downloadable 15-slide tactical playbook!

🧰 Use it before your next hard conversation.

Letting-Go-Without-Losing-Yourself.pdf1.19 MB • PDF File

Thanks for reading.
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