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This changes everything: a curious way to lead

The first thing that I noticed was my lack of anxiety. 

 

Late on a summer Sunday afternoon, I emerged from the converted barn on a thirteen-acre ranch in the rolling hills of Northern California. I had just completed a four-day coaching training, and now it was time to head to the airport. 

 

The ranch wasn’t an “Uber-friendly” location, so my assistant Kristen booked a car to Oakland so I could catch my flight home. 

 

I grabbed my bags and looked around the gravel parking lot. 

 

Hmm… no car. 

 

If the car didn’t arrive in under five minutes, I would miss my flight.

 

When I’m late for a flight, I feel like there’s a conspiracy of forces arrayed against me. 

  • Traffic
  • Errors on airline check-in websites (“Oops! There’s a problem and you’ll have to see an agent when you get to the airport.”) 
  • Slow-moving people in security lines (You’re just now realizing that you need to take your laptop out of your bag! Seriously?!)

 

Growing up, the message I got was that the universe was a hostile place. If you didn’t work to defend yourself, you’d be overwhelmed and overtaken. We are an island battered by a sea of cosmic forces.

So I learned to build a fortress and only let in things that I could control. 

 

In the last few years, I’ve let the walls come down. I’ve worked to consciously flip the view that the universe is hostile. 

 

It’s not my enemy, it’s my teacher. 

 

So on that Sunday afternoon, instead of fighting the universe, I got curious: 

 

Dear universe, what are you trying to teach me now?

Here’s what my clients see when they shift from control to curiosity:

 

Curious leaders solve their problems faster. When you let go of the belief that you need to know the answer, you unleash your creativity (and the creativity of those around you). 

 

When you build allies and deepen relationships, you no longer have to push solutions out. Instead, you get to co-create them. 

 

Curious leaders are less stressed and overwhelmed. When you shift from control to curiosity, your experience at work becomes… well, more fun. It’s still high-stakes — you’re still solving big, important problems. But setbacks become an expected part of the journey and you accept them as part of your experience.

“The journey you want vs. the journey you get!”

Curious leaders become more influential and more visible in their organizations. You’ll get noticed and promoted. 

 

One team that I’m working with is creating hundreds of millions of dollars of savings across their company just by asking better questions. Talk about getting noticed! Even better, their success lets them continue to shape their work in ways that are increasing their impact.

 

I’ve seen leaders from law to engineering, software, healthcare, and media cultivate their curiosity — and reap tremendous benefits. The industry and the challenges don’t matter.

 

For many of you, your default response is like mine: When you meet uncertainty, you come up with solutions and try to control outcomes. Even as you drown in emails and jump from back-to-back video calls, you get stuck in the fight to be right. As a result, you’re too busy but not impactful enough. 

 

The truth is that we’re all doing the best with the tools we have. 

 

Your reactions are smart! They have, after all, brought you successfully to this exact moment. 

 

But control and striving don’t work anymore because things are getting worse

 

Leadership is lonely — and the hybrid, post-pandemic world makes this worse. Leaders carry daunting burdens. 

 

  • How do you lead people in a function you’re not an expert in? 
  • How do you shape and shift the culture of your teams? 
  • How can you make progress on problems that are bigger than the areas you control? 

 

And the pace of change is only getting faster.

 

So what can you do?

Start with curiosity. Curiosity helps us understand others. And nothing builds trust faster than seeing people for their strengths. 


Curiosity also helps us bring awareness to our own reactions and lets us shift those. 

 

As psychologist and Holocaust survivor Viktor E. Frankl wrote, “Between stimulus and response there is a space. In that space is our power to choose our response. In our response lies our growth and our freedom.”

 

How do we find that space? What would it be like to meet your challenges with openness and curiosity?

 

Remember my lack of anxiety in California? 

 

When the car didn’t show up, I knew that I would miss my flight. My normal response would have been to be frantic and stressed out. Instead, I stepped into that space and it changed everything. 

 

I surrendered to the moment. I laughed! 

 

Then, I rescheduled my flight, caught a ride with one of my fellow coaches, and ended up spontaneously meeting with one of my best friends in the world that night. 

 

You can step into this space, too. 

 

How do I know? Because it’s a shift that I’m living (and one that I’ve guided hundreds of others through as well).

 

It starts with realizing that leadership (and life!) is not about certainty. 

 

It’s about curiosity. 

 

In 2022, I started an experiment. Could I guide a group of leaders — all from different organizations — on the same kind of journey that I offer in my consulting and one-on-one coaching? 

 

The experiment was a resounding success. We brought leaders from a diverse set of industries together (over Zoom, natch!) once a month to learn together and support each other in tackling their thorniest challenges. 

 

Over our year together, we explored each leader’s strengths and challenges (“When are you at your best? How do our strengths, overused, become liabilities?”)

 

We introduced knowledge and frameworks around curious questions, trust, and working with resistance. 

 

We practiced and learned together. 

 

Last year, I only opened this work up to a small group of clients. This year, I’m committed to offering this program to my whole community. 

Change isn’t easy. The work is yours to do.

 

But if you’re interested, you will find everything you need to fundamentally change the way you lead in this program:

  • Skilled guides.
  • Deep and practical knowledge on how to build trust, get the best from people, and influence others.
  • A safe and confidential space to practice with a community of fellow leaders.

 

Join me and learn to lead without stress and overwhelm. Let go of the way things “should” be and get curious about how they actually are. Learn how to build trust and create deeper relationships with a group of peers. 

 

We’ll share more about the structure of the program on December 8th, but it includes: 

  • Nine hour-long group coaching sessions in 2023. 
  • Practical and rigorous leadership frameworks.
  • Short videos and readings between sessions.
  • Learning pairs to provide ongoing support.
  • Intake and wrap sessions

 

The first step is to sign up for my free Lead Curious Open House

 

At the Open House, we’ll give you a taste of what this work is like so you can decide if you want to join Lead Curious in 2023. 

 

In just sixty minutes, you’ll get a chance to discuss a live work challenge with a peer and learn something about yourself. 

 

Join us on December 8th from 9:00 am – 10:00 am Pacific (12:00 pm – 1:00 pm Eastern). My colleague Renya Larson and I will be running an interactive workshop with Q&A to follow.

 

P.S. I’m only planning on launching this program once per year, so if you’re interested, don’t miss this! Reserve your free spot today!

 

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Moving from expert-driven to curiosity-driven

I almost never teach leaders how to come up with solutions. 

 

That’s because the leaders I work with are all quite skilled at coming up with solutions on their own. They’re technical experts — left-brained people with careers in disciplines like engineering, law, or software. They’re used to putting forward ideas, arguing for them on their technical merits, and then seeing them put into practice. 

 

This is a great approach for a certain kind of problem. The challenge is that, at some point, leaders start working on complex, socio-technical problems, such as changing the way groups collaborate or empowering front-line employees to make judgment calls about what’s most important in their work. These are problems where there isn’t a right answer. 

 

Answers aren’t real! 

 

They’re passé. 

 

They sit in email attachments, spreadsheets, or memos that make a case but don’t necessarily promote the changes needed to solve complex problems. 

 

Answers only become real when people act on them. That action is what creates possibility, and you don’t get possibility without bringing people along on your journey. 

 

For many senior leaders, it can be daunting to work on complex problems. Throughout their career, they have spent much of their time coming up with answers (and being rewarded and promoted for doing so). 

 

Traditional views of leadership posit that leaders know the answer, and their job is to tell subordinates what to do. That approach works in contexts where we’re trying to refine existing practices or exploit existing capabilities, but our most important and high-stakes problems require a fundamentally different stance than simple ones. Instead of coming up with the answer, leaders need to make space for creative disagreement, experimentation, learning, and thinking. 

 

Curiosity helps us explore ideas with others. It helps us understand their perspectives (especially when those perspectives differ from ours). And it helps us enter a relationship of mutuality and co-creation, one where we are standing shoulder-to-shoulder with others, influencing and being influenced, in pursuit of a greater collective objective.

 

A lot of my work revolves around curiosity: how I can use it myself and how I can support my clients to reach for their Swiss Army knife of questions when it might be useful. 

 

If you’re used to whacking problems with your solutions hammer, you might be skeptical. At best, the solutions hammer gets you compliance. Curiosity, on the other hand, gets you co-creation. 

 

Curiosity is simple — but it’s not easy. Even the most effective executives I work with — whether through one-on-one coaching, consulting, or my group coaching program, Lead Curious — make practicing curiosity a priority for themselves and their teams. 

 

That’s because they see practice and experimentation as central to solving their organization’s most important problems. 

 

Are you curious about what curiosity practice looks like? 

 

Join me for my free Lead Curious Open House. 

 

It’s on December 8th from 9:00-10:00 AM Pacific Time (12:00-1:00 PM Eastern US Time). 

 

You’ll get specific tools, practice with a group of peers, and tangible takeaways to help you make curiosity central to your approach to leadership.

 

Spots are limited (and I typically only run these events once a year) so reserve your spot today!

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Can listening help your boss win? 

“Chris, I want you to make this your highest priority!” 

 

My boss was pretty excitable, so I was no stranger to being yelled at across the trading desk. Still, this struck me as a particular gem of absurdity. 

 

“Sounds good, Dave. But… [out came the project management spreadsheet] what about all of these other projects that you’ve also told me are my highest priority?” 

 

I didn’t want to disappoint my boss—but I also didn’t see how all of these “highest priorities,” including some projects I was particularly excited to move forward, came together.

 

It was frustrating to feel like I was always being pulled in a new direction, and I didn’t know how to work with my boss. 

 

I didn’t have the secret question then. 

 

It’s a question so powerful that many of my clients have used it to build trust with their bosses, work on what they’re most excited about, succeed with high-profile projects, and get promoted. 

 

What are your objectives?

 

(Which is just a fancy way of asking “why?”)

 

Why does this question work? 

 

It’s because our bosses are people too (something that we often forget!). 

 

They have desires, they have beliefs. 

 

They have mandates from their bosses and needs like ego, gratification, and promotion that they need to meet. 

 

They have their own strengths and weaknesses, their own blind spots. 

 

Bosses are just like us in many ways. 🙂 

 

So, when you see a vexing problem, particularly one that stretches beyond your ambit—like poor collaboration with a remote team or tools that don’t work very well—take a moment before you start fantasizing about how you would engineer a solution.

 

I see folks get stuck and frustrated at this moment because their boss doesn’t support the change. That makes sense! You see a clear problem. “If only they got it! I could solve this problem.”

 

But your boss may not actually care about the problem. 

 

Bosses like to solve their problems, not your problems. 

 

The first thing you need to do is uncover what your boss cares about.  

 

The good news is that we can take steps to make these shifts. 

 

So how do you figure out what your boss wants? 

 

You use curiosity and listening to find out what’s important to them, to explore their motivations and what they’re trying to do. 

 

Ask questions!

  • What’s the most important thing you’re working on right now? 
  • What are your top priorities this quarter? 
  • What are you hoping to get from this project/the projects that are on our plate as a team? 

 

Start a conversation. Listen. Empathize. Reflect back. 

 

You need to understand their perspective before you can move your ideas forward (even if your ideas are, and I say this objectively, obviously brilliant). 

 

Move toward what negotiator Chris Voss calls the “That’s right” moment. You know that you’ve nailed it when your listening and reflecting creates an opening for your boss to affirm what you’ve said: “Yes, that’s right! That’s exactly why this is important.” 

 

Let’s imagine that you’re an operations manager for an industrial plant; your boss, Sandy, is the plant manager. You’ve scheduled thirty minutes for a 1:1 with them and you want to talk about how you could solve some of the challenges you’ve been seeing with the purchasing group—which is a corporate function. 

 

The typical approach would be to start the meeting by advocating for the solution you see. “We need to change how purchasing works. Here’s why.” 

 

But that’s rooted in your perspective. 

 

Instead, you want to get to Voss’s “That’s right” moment by creating common ground before you try to move things forward.

 

So how do you do this?

 

You can still start by bringing your own ideas—but marry them with curious questions. 

 

You: Sandy, I’ve been thinking a lot about how we collaborate with the purchasing team and how it could be improved. But before I go into that, I was wondering: can you share the most important things you’re working on right now? 

 

Sandy: Well, a lot of folks have been retiring or leaving for competitors and, in this climate, it’s hard to hire. We’re also not immune to “quiet quitting.” 

 

Mirror and paraphrase, but stay curious: 

 

You: I see that your most important focus right now is retention and hiring. Is that right?

 

Sandy: That’s right. I’m looking at training, our wages, our hiring process—our talent strategy across the board. 

 

Deepen your understanding by asking why

 

You: Got it. Why is that so important right now? What are your objectives with this effort? 

 

Sandy: Sure. With the turnover and outages, we’re struggling to run at capacity because we don’t always have the people we need. 

 

Restate the why and get confirmation.

 

You: Ah, so the underlying challenge that you’re trying to address is our ability to run at capacity. Is that right? 

 

Sandy: That’s right! 

 

(It doesn’t actually matter if you’re right. If you get a “That’s right,” you’ve gotten confirmation that you’re on the right track. If your boss corrects you—“Actually, that’s not the reason. What’s most important is…”—well, now you’re on the right track.)

 

Only then move on to your issue. 

 

You: Ok, that makes sense. And that’s actually how I’ve been thinking about how we work with purchasing. There’s two challenges that I see that might be relevant here. 

 

Purchasing is (quite rightly so) obsessed with controlling costs. 

 

But, since they’re so focused on just-in-time, our people don’t always have the right tools or parts—which is demoralizing and disengaging. It makes us look kind of dumb—we’ve tasked someone with a job that we know they can’t complete. And, perhaps most importantly, it means that critical repairs are sometimes delayed and we lose capacity. 

 

I’d like to see if I can craft a new way to work with purchasing. Is it OK if I write you a quick summary and run it by you for feedback before I get started? 

 

They may still say no to your idea. But even if your project doesn’t move forward, you will understand your boss more. That’s a huge win. 

 

This approach marries intentional listening with a set of specific skills (open-ended questions and mirroring). It is simple, but it’s not easy. 

 

Listening is an intention, but it’s also a skill we can practice.

 

If you’re curious how I approach it, click here to be the first to get the details about the free Lead Curious Open House I’m running in December.

 

It’s an interactive workshop where you’ll get specific tools and practice with peers to make curiosity central to your approach to working with others — your boss included.

 

Click here and be the first to get the details when we firm everything up!



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