Leadership

How to Build a Team That Challenges You

By Doug Bolger||5 min read

Look at your direct reports. If most of them think the way you think, make decisions the way you make decisions, and communicate the way you communicate, you don't have a leadership team. You have an echo chamber with titles.

This isn't a criticism. It's a pattern. Leaders hire in their own image because those candidates feel like the best fit. The Gold Mine leader gravitates toward detailed, analytical candidates. The Blue Ocean leader connects with empathetic, relationship-oriented candidates. The Green Planet leader is drawn to creative, systems-thinking candidates. The Orange Sky leader respects decisive, action-oriented candidates.

Each hire strengthens the team's dominant approach and weakens its peripheral vision.

Why Comfortable Teams Underperform

A team of four Gold Mine leaders will analyze every decision thoroughly. They'll never miss a detail. And they'll take three times too long to decide because nobody pushes for action. Critical decisions stall while the team requests one more round of review.

A team of four Blue Ocean leaders will build extraordinary rapport with clients and with each other. And they'll avoid every difficult conversation because nobody wants to disrupt the harmony. Performance issues persist because confrontation feels like betrayal.

A team of four Green Planet leaders will generate brilliant strategic visions. And they'll never execute any of them because nobody drives the implementation. Ideas pile up without becoming reality.

A team of four Orange Sky leaders will move fast and break things. Literally. They'll make quick decisions without sufficient evidence, burn through relationships, and miss systemic issues because nobody slows down to think.

Every approach-homogeneous team has a critical blind spot. The team feels comfortable because everyone agrees. They underperform because nobody challenges.

The Approach-Diverse Team

The team that outperforms isn't the team that agrees. It's the team that disagrees productively.

Gold Mine challenges the team with rigor: "Where's the evidence? Have we tested this assumption? What are the risks we're not seeing?" These questions feel uncomfortable to Orange Sky. They're essential to sound decisions.

Blue Ocean challenges the team with empathy: "How will this affect our people? Are we moving too fast for the team to absorb? Does this decision align with how we want to treat each other?" These questions feel like slowdowns to Orange Sky. They're essential to organizational health.

Green Planet challenges the team with possibility: "What if we're solving the wrong problem? Is there a bigger opportunity we're missing? How does this connect to where we're going in three years?" These questions feel impractical to Gold Mine. They're essential to innovation.

Orange Sky challenges the team with urgency: "When do we decide? We've analyzed enough — what's the next step? Who's accountable for making this happen?" These questions feel premature to Gold Mine. They're essential to execution.

A team with all four approaches represented makes better decisions because every blind spot has a spotter.

How to Build Approach Diversity

Step 1: Map your current team. Have every direct report take the Naturally assessment. Map the distribution. You'll likely see clustering around one or two approaches — usually the leader's approach and one adjacent one.

Step 2: Identify the gap. Which approach is underrepresented? That's your team's blind spot. If you have no Gold Mine, your decisions lack rigor. If you have no Blue Ocean, your team lacks emotional intelligence. If you have no Green Planet, your team lacks vision. If you have no Orange Sky, your team lacks execution drive.

Step 3: Hire for the gap. The next hire should fill the approach gap, not reinforce the strength. This feels counterintuitive because the interview will feel less comfortable. The Gold Mine leader interviewing an Orange Sky candidate might think: "They don't go deep enough." That's exactly why you need them. They bring the urgency your team lacks.

Step 4: Protect the minority approach. One Green Planet on a team of four Gold Mine leaders will get steamrolled unless the leader deliberately creates space. "Before we finalize this decision, I want to hear from [Green Planet name]. What are we missing from a strategic perspective?" That invitation — given consistently — turns the minority voice from an outsider into an essential contributor.

The Leader's Role

Building an approach-diverse team is the first step. Leading it is the harder one. Because approach diversity creates friction. Gold Mine and Orange Sky will argue about speed versus rigor. Blue Ocean and Green Planet will disagree about people impact versus strategic impact. The leader's job isn't to eliminate that friction. It's to make the friction productive.

At Forzani Group, when the leadership team engaged all four approaches in honest dialogue, the organization saw $26 million in additional profit. The profit didn't come from harmony. It came from productive disagreement where every approach contributed its strength.

At American Express, teams with approach diversity — where every buyer type had an advocate on the sales team — grew insurance sales 147%. The diversity of the team matched the diversity of the market. That's not a coincidence.

The Challenge Test

Here's how to know if your team challenges you enough: think about the last three major decisions your team made. How many times did someone push back hard enough to change the direction? If the answer is zero, your team isn't challenging you. They're reflecting you.

A team that never challenges is a team that always agrees. And a team that always agrees avoids the hard conversations that produce breakthrough results. The best leaders don't want agreement. They want the best possible decision. And the best possible decision comes from four approaches seeing the same problem from four different angles.

Your next hire is an opportunity to add the approach your team lacks. Your next meeting is an opportunity to create space for the approach that's being overshadowed. Start by mapping what you have. Take the free Naturally assessment as a team. Then build deliberately toward the approach diversity that turns good teams into exceptional ones.

Explore Lead Naturally to develop the leadership range that lets you lead every approach effectively — especially the ones that challenge you the most.

Read next: Why Teams Misinterpret Each Other

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