The Workshop Workshop - May 19, 12–4pm ET (Online)
You already know how to run a meeting. But designing a workshop that actually changes something that’s the hard part.
This 4‑hour live session is for facilitators, UX leads, and team coaches who want to sharpen the way they design, sequence, and debrief workshops. We’ll work through real examples, build reusable templates, and break down what separates an engaging session from a forgettable one.
Early bird pricing: $399 (regular $449).
You’re not dealing with “difficult participants.” You’re dealing with a room that just lost momentum.
You’ve seen it happen. Someone starts pushing back on everything. Not building, not adding, just contradicting. The energy shifts fast. You get eye rolls, side glances, people checking out. Sometimes it turns into open arguing. Sometimes it’s quieter, but worse, people just stop contributing.
And it’s never neutral. Their influence depends on who they are. If they’ve done this before, people brace for it. If they’re senior, their comments carry more weight than they should. Suddenly the discussion isn’t moving forward anymore, it’s orbiting around one person.
Most facilitation advice treats this like a behaviour problem to manage or shut down. That misses the point.
The issue isn’t that they’re being contrarian. The issue is that their contrarianism is unstructured.
Make it their job
This shift didn’t come from a workshop. It came from a project.
Everyone expected one person to resist. Instead of working around them, I made them co-chair of the working group. That changed the dynamic immediately. They weren’t outside the process anymore, they were responsible for it. Buy-in from the rest of the group got easier because the expected blocker was now visibly part of the leadership.
I started doing the same thing in workshops.
If someone is going to push back on everything, I don’t fight it. I assign it.
I call it out directly, but without framing it as a problem:
“I’m noticing you’re taking a different angle on this. Would you be open to being our official hole-poker for this session? We need someone to pressure-test these ideas so we get a full discussion.”
Now it’s not disruption. It’s a role.
Contain the behavior, don’t suppress it
Assigning the role isn’t enough. It only works if it’s structured.
If you skip that, you’ve just given someone permission to dominate the room.
So I set constraints upfront:
“As we go through this exercise, we’re focusing on generating ideas that could work. I want you to track the opposing side as you hear it. Once we’ve built out the options, we’ll come to you to poke holes.”
“You’ll need to react to what the group actually says, not hypotheticals. Ideas will evolve as we go, so hold your thoughts until we bring you in.”
That does two things:
It stops the interruptions, because they know when they’ll be brought in.
It improves the quality of what they say, because they have to listen and respond to the actual discussion instead of defaulting to generic objections.
What changes in the room
The person I’ve assigned shifts from dragging the conversation to being part of its structure. They’re still critical, but now it’s expected and timed.
The rest of the group changes too.
People don’t have to manage that behaviour anymore, so they stay focused on contributing. And when the “hole-poker” does speak, others are more willing to push back. It’s not one person derailing things, it’s a defined moment the group can engage with.
That tension becomes useful instead of disruptive.
Where this goes wrong
If you don’t set the rules, this backfires.
If you don’t define when they speak, they’ll keep jumping in.
If you don’t tie their input to what the group actually said, they’ll drift into abstract objections.
If you don’t protect space for others first, you’ve just amplified the loudest voice in the room.
This only works if the role is bounded and built into the flow of the session.
What this actually fixes
Naysayers don’t just disrupt. They reshape participation.
People defer to them. Or disengage. Or let things slide just to move on.
Giving that behaviour a job contains its impact and makes it visible. Now the group can respond to it instead of absorbing it.
This isn’t about handling a difficult person. It’s about protecting the discussion and using every voice in the room, even the difficult ones, to get to a better outcome.
Want to learn more about workshop design coaching, training, and custom workshops?
Visit spydergrrl.com for resources and services tailored to help you create engaging, effective workshops.
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