How to Strengthen Your Skills in Working with Difficult People

So you have that person in your office.

You know the one—

The person who pushes your buttons or challenges every single idea.

The one who slows down the meeting to ask “just one more question,” or who always takes the opposite stance… just because.

We all have them.

And whether it’s one interaction or an ongoing battle, you’re not imagining it: these situations are exhausting.

So what can you do?

Here’s the short answer:

If you want to get better at dealing with difficult people, you’ve got to strengthen two things:

  1. How you manage yourself in those moments

  2. How you choose to engage with the other person

Let’s start with you.

Step One: Manage Yourself First

It’s hard to stay calm, clear, and confident when someone’s behavior is frustrating—or triggering.

That’s where emotional intelligence (EQ) comes in. It’s not just about staying “professional” or biting your tongue. It’s about developing the tools to regulate your response, so you’re leading the moment (instead of being pulled into it).

Here’s a quick breakdown of the four EQ areas and how they help:

🧠 Self-Awareness

  • Noticing your emotional state in the moment

  • Recognizing your triggers

  • Being aware of how others affect your emotions

🔐 Self-Management

  • Keeping your emotions in check (especially the unhelpful ones)

  • Acting in line with your values

  • Staying flexible when things don’t go your way

  • Pushing forward despite setbacks

👂 Social Awareness

  • Reading the room

  • Really hearing what the other person is saying (not just the words)

  • Caring about how others feel—even if you disagree

  • Showing empathy when it matters most

🤝 Relationship Management

  • Getting along with a wide range of people

  • Handling conflict without escalating it

  • Expressing your ideas clearly

  • Managing interactions effectively using empathy

Real Talk: EQ in Action

Let me give you an example. This kind of shift happens all the time—especially when someone starts building their EQ skills. 

Before & After Story: When EQ Changed the Dynamic

Sarah walked into the meeting already annoyed.

It was the third time this month her coworker had pushed back—loudly—on her project timeline. He always had a comment, a counterpoint, a “what if” that slowed everything down. She’d tried being polite. Then assertive. Then, honestly, just distant. Nothing worked.

“I don’t know what his problem is,” she told me during a coaching session. “It’s like he’s just trying to make things harder.”

So we took a breath, stepped back, and looked at it through an EQ lens.

What was she feeling in those moments? Frustrated? Sure. But underneath that? Disrespected. Undermined. Like she wasn’t being heard.

Once she named those emotions, it became a lot easier to respond instead of react.

She started practicing a few key EQ tools:

  • Noticing the physical signs of frustration before speaking

  • Using a neutral tone even when she felt challenged

  • Shifting her internal story from “He’s being difficult” to “He has a different way of thinking—and maybe some valid concerns”

  • And responding with calm phrases like,


    “Let’s work through that together,” or “That’s a helpful point. Here’s what I’m seeing…”

Did it fix the relationship overnight? No. He’s still not her favorite person on the team.

But here’s what changed: she stopped dreading the interactions.

Meetings got easier. The tension dropped. And she felt more in control—even when things got uncomfortable.

And that’s the power of emotional intelligence.

You don’t need to wait for the other person to change. You start with you—and that shifts everything.

Step Two: Deal with Them (Productively)

Once you’ve got yourself in check, you can be more intentional about how you engage with the other person.

There are dozens of skills you can use, but you don’t need to master them all at once.

Pick a few that feel doable—and a few that feel necessary.

🧰 Tools That Actually Work

Here’s a starting list of strategies you can use when dealing with difficult people:

Communication

  • Listen actively

  • Stay calm

  • Avoid defensiveness

  • Focus on facts, not assumptions

  • Be clear about the issue

  • Don’t take it personally

Boundaries

  • Set clear limits (politely but firmly)

  • Know when to pause or walk away

  • Manage your environment when possible

  • Stay in control of your tone and body language

Relationship Management

  • Treat others with respect—even when frustrated

  • Lead with empathy

  • Build rapport (when possible)

  • Focus on specifics, not character

  • Use conflict resolution skills

Behavioral Reminders

  • Don’t gossip or vent to the wrong people

  • Don’t judge—stay curious

  • Talk to the person, not about them

  • Focus on shared goals, not differences

Your Next Step: Build Your Toolkit

This isn’t about becoming the office therapist or letting people walk all over you.

It’s about leading the conversation.

Owning your presence.

And choosing how you want to show up when things get hard.

🧩 Start here:

  • Choose 1–2 skills from the list that you’re already good at

  • Choose 2–3 that you want to work on

  • Use them intentionally over the next couple of weeks

  • Talk to your manager or coach for support

You can’t and won’t be able to “fix” the difficult person. You just need a better game plan for dealing with them.

🎁 Free Download: Your Difficult People Toolkit

Grab this printable checklist to help you identify your strengths and pick your next 2–3 skills to work on. It’s quick, visual, and easy to reference before (or after) that next tough meeting.

👉 Download the Checklist (PDF)

Final Thought

Some people are hard to work with. But sometimes, what we call “difficult” is really just “different.” Keep in mind, you don’t know what they are going through or their mindset, so with a little strategy and self-awareness, those differences don’t have to derail your day.

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When You Have the Right Skills but Get the Wrong Results