Leadership

When a Tough Talk Goes Sideways

It started well enough. Notes in front of me, tone rehearsed, intention clear. I was a manager about to have a delicate conversation with a team member about personal hygiene. But barely two sentences in, he leaned back, arms crossed, and said, “Are you saying people don’t want to work with me? This is so embarrassing.”

And suddenly, I was backpedalling, trying to soften a message I hadn’t even fully delivered. The conversation had gone sideways before I even got to the point. If you’ve ever had a tough talk turn tense, you’re not alone. Even the most seasoned leaders who’ve been through years of communications training and held dozens of performance conversations get caught off guard. But the goal of a tough conversation isn’t perfection. It’s progress. And with the right tools, even a derailed discussion can be nudged back on track.

Before You Begin: Set the Ground Rules

One of the best ways to keep a tough talk from going sideways is to pre-empt any foreseeable issues. No, you can’t (and shouldn’t) script every line. You should, however, clearly set the purpose of the conversation,  name the consequences if the behaviour continues, and set a verbal upfront contract at the outset.

Try something like: “This might be a tough conversation, and I want to handle it well. Your career is important to me, as is the performance of the company. If either of us feels like it’s getting off track or heated, let’s agree to pause and reset. Sound fair?”

This short agreement creates psychological safety. It gives both parties permission to check the temperature without losing face, especially helpful in high-stakes conversations during strategic planning or performance reviews.

Off Track? Re-Establish Mutual Purpose

If the talk does go off the rails, zoom out and revisit the reason you’re having it in the first place. Most people want to work well together. Re-centering on that shared goal can lower the emotional temperature.

You might say: “I think we’re getting off track. My goal is to find a way forward together.” Or “I value our working relationship, and I don’t want this to become a conflict.”

Even if you disagree on the issue, you likely agree on the outcome: less tension, better communication, and a productive path forward.

Self-Check: Spot the Pitfalls

Before the conversation, or midstream if it’s going south, check yourself for these common traps:

  • Trying to win. If your objective shifts from finding a resolution to being right, you’ve already lost.
  • Avoiding discomfort. Skirting around tension delays the inevitable and often makes things worse.
  • Invalidating reality. Phrases like “You’re overreacting” or “That’s not what happened” may seem factual, but they’re often received as dismissive.

A few quick self-questions to ask:

  • “Am I focused on understanding or proving a point?”
  • “Do I know how this might be landing for them?”
  • “What emotion is driving me right now, curiosity or control?”

In Bellrock’s Management Foundations program, we’ve seen leaders improve dramatically just by introducing this kind of moment-to-moment self-awareness.

Power Dynamics Matter – So Address Them

Tough talks hit differently depending on who’s in the room. If you’re in a position of authority (manager, business owner, team lead), your words carry weight even if your tone is friendly. If you’re not in charge, you may feel less safe bringing up concerns, especially during meetings where decisions get made quickly and visibly.

If you’re the leader, invite disagreement: “You won’t hurt my feelings – if I’m missing something, I’d rather hear it now.”

If you’re not, be transparent with your intent: “I’m sharing this because I want things to work well between us, not to create conflict.”

Bringing power into the open makes it less of an invisible barrier and more of a shared factor you can work with.

Use BIFF for the Conflict-Prone

For those who seem to thrive on confrontation the BIFF framework helps. It stands for:

  • Brief – Be concise.
  • Informative – Stick to facts.
  • Friendly – Keep the tone neutral.
  • Firm – Don’t get sucked into emotional spirals.

Instead of: “I don’t have time for this nonsense.”

Try: “I hear your concerns. Here’s what I can do. Let’s move forward from here.”

BIFF works especially well when emotions are high and you’re dealing with repeated patterns of difficult behaviour.

Practice with a Coach – Even If It’s AI

Here’s the underrated move most leaders skip: practice. You wouldn’t give a keynote without a run-through. Why wing a conversation that could change a working relationship?

If you don’t have a coach or trusted peer to rehearse with, you can use AI. Seriously. It won’t judge, interrupt, or bring emotional baggage to the table.

Try prompting: “Act as an employee I manage. You’ve been consistently late on project deadlines. I want to have a respectful but firm conversation about the impact and what needs to change. Respond as the employee, and I’ll try to handle it well.”

Practice the hard parts: setting expectations, handling defensiveness, and staying calm under pressure. It may feel awkward at first, but it builds muscle memory for when it counts.

Know When to Walk Away (Temporarily)

If things are spiralling and no one’s hearing each other, press pause.

“I don’t think we’re making progress right now. Let’s take a break and come back to this tomorrow.”

“I want us both to be in a good place for this conversation. Can we pick it up later today?”

A well-timed pause isn’t avoidance, it’s a strategy. Often, a little space makes room for a better outcome.

If You Misstep, Own It

Everyone fumbles. What matters is how you clean it up.

A weak apology: “I didn’t mean to upset you.”

A real one: “I realize my words came across as dismissive, and I see how that hurt you. I’ll be more mindful going forward.”

Own your impact, not just your intention. That’s what builds trust.

The Bigger Picture

Tough talks are a feature of healthy teams, not a bug. They’re a sign that people care enough to deal with problems directly. And while they may feel risky in the moment, the long-term payoff is worth it: stronger relationships, clearer expectations, and more aligned teams.

Next time one goes sideways, don’t panic. Step back. Re-anchor. Adjust. And keep going. That’s leadership.

At Bellrock, we help leaders navigate these conversations with confidence. Through management training, strategic planning facilitation, and real-world practice, we make tough talks easier – and more productive.

Written By:
Tara Landes

Tara Landes is the Founder of Bellrock. She has spent over 20 years consulting and training in small to medium-sized enterprises. A sought-after speaker on a wide range of business topics, Tara has delivered workshops and seminars at conferences and industry associations across Canada. Tara obtained a BA (Honours) in Political Science from the University of Western Ontario (UWO) and earned an MBA from UWO's Richard Ivey School of Business.

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