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Leading Change Requires Drama

Cue the flashbacks to middle school.

No, I don’t mean drama as in middle school drama. I mean dramatic as in spontaneous and emergent—dramatic because we don’t know what happens next!

Natural disasters, bar fights, first dates, exploration, and play are all dramatic events. They’re dramatic because you don’t know what’s going to happen next.

Contrast that with the theatrical. Theatrical events aren’t really real. Even if they seem real, the circumstances surrounding them are generally predetermined. They are scripted rather than emergent. The outcomes are bound—we already know all the possible ends from the beginning.

A lot of corporate work tends to be theatrical: Board meetings, strategy processes, PowerPoint decks, etc. They are business as usual—we know that aside from someone starting to snore, there won’t be any real surprises.

Dramatic events require us to respond in the moment and to be curious about the outcome.

Doing change work and solving complex problems requires drama, not theatricality.

Complex problems are more than just problems with a lot of moving pieces, they’re problems that require a collective understanding and a movement to action that exists beyond any one individual. They are beyond the ken of any one person or team to solve. The small details matter.

Advancing a complex problem requires co-creation. Believe it or not, this is a dramatic act. You don’t know what kind of reality others want to create, and you don’t know what will happen when you start to collaborate.

Drama embraces the unknown, and it is the way to get a system unstuck.

A lot of change work can benefit from leaders knowing how to shift a theatrical event into a dramatic one.

 

If you’re curious how a little drama can transform the way you approach complex problems, watch my short video, Complex Challenges Require Drama.

In it, I explain how letting go of your outcome expectations and replacing your reliance on predetermined solutions with a mindset of curiosity and flexibility will help you build trust and have a greater impact with your stakeholders.

Give it a watch!


Are you a podcast fan? I’m curious about what you’re listening to! What are your favorite leadership podcasts? Drop your recommendations here!

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The Consequences of Following Rules

I’ve been thinking a lot lately about the consequences of following rules (and its complement, innovation).

 

Everywhere you look there are rules and regulations written in BOLD.

 

NO TRESPASSING

 

PARKED CARS WILL BE TICKETED

 

KEEP REFRIGERATED

 

USE BY 08/01/2023

 

But what happens when one breaks the rules? Are the penalties severe and immediate, or are they mild and under-enforced? Is there some level of cost/benefit analysis that can be applied to petty shenaniganry?

 

My partner seems to innately understand that there is more elbow room in the system than advertised. She ignores Use By dates and refrigeration warnings at will. Yesterday’s yogurt! Room-temperature salad dressing! Eggs on the counter!

 

Eggs on the counter!

 

I’ve been on a quest for the last few years to break more rules. It’s like waking up in the post-simulation goo of The Matrix, messy and enlightening at the same time.

 

First I started paying for parking selectively. Not because I’m a jerk (at least, I don’t think so) who wants to game the system. Rather, I realized that my anxiety about parking (running out of time! Running back to feed the meter!) was taking up a lot of my energy — without my having any sense of how likely a parking enforcement action actually was.

 

And now I’ve gathered some data. And I mostly pay for parking. But, when my spot expires and I’ll be back at the car in fifteen minutes, I don’t sweat it. I’ve paid fines a couple of times—and that’s been OK.

 

In business, I think we’re often bound by our beliefs about our systems rather than the reality of a system itself. These rules are more implicit than a sign demanding (requesting?) that you pay for parking.

 

For example, many participants in the legal ecosystem use an hourly billing model which creates a lot of perverse side effects (like the incentive to do things inefficiently). They’re operating in a local maximum — while they may be maximizing billings, they are missing the opportunity to climb a bigger mountain and transform the way their firm or practice works.

 

Mostly, I suspect, this is because it feels quite comfortable to do things in the usual way. Shifting a practice like this is hard because it requires a willingness to take risks and deal with the consequences of being wrong.

 

If that feels scary to you, I have three suggestions.

 

  1. Start small. Leave some eggs on the counter overnight and see what happens. Stop paying for parking and see what the fines are like. It may sound silly, but I think the “muscle” is the same in both cases.
  2. Acknowledge that expanding your boundaries is, in fact, scary. Try to figure out why. What’s the story you’re telling yourself? Does trying something like this feel like it exposes you to catastrophic failure?
  3. Work with someone who can support you. This is what I do in my consulting and coaching practice, guide leaders who are transforming the way their teams, companies, and even their whole industries work.

 

What about you? Where might you be stuck inside the Matrix? What rules can you break to test how deep the rabbit hole goes?

 

If you’re dealing with the resistance that comes along with breaking established rules and leading organizational change, download my guide: 3 Mistakes Most Leaders Make When Leading Change.

 

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Escaping the Trap of the Win-Lose Paradigm

Working with a complex problem requires shifting out of a win-lose paradigm and opening yourself up to collaboration and possibility. 

 

A win-lose paradigm implies that you know the answer and that others just need to get on board and do things your way. 

 

But in a complex system, there’s no way that you can actually know the answer. In fact, your job isn’t to know the singular answer, it’s to explore and experiment in search of a solution that works. 

 

Complex problems are about changing how work is done—redrawing boundaries around who works together, how they work, who holds the power and who it gets delegated to, and what the systems involved are. That requires a different paradigm. 

 

You can’t just tell people to work together differently. 

 

And yet we still try it. 

 

Recognizing that you’re solving a complex problem and you need a different paradigm helps you bring the right tools to the work. The tools of co-creation are different than the tools of power-over.

 

If the need to shift from control to co-creation resonates with you, watch my video, Shift Out of the Win/Lose Paradigm to hear more of my thoughts on how to shift out of the win-lose paradigm and embrace the possibilities that can arise from letting your team experiment.

 

 

Complex problems are often, in essence, change efforts. My guide, 3 Mistakes Most Leaders Make with Change, helps those who are leading change avoid the pitfalls I see many leaders fall into when leading change across their organizations. In it, you will find practical strategies you can start using with your team immediately. Download it for free, lead change more effectively, and learn how to let go of the win-lose paradigm where you’re guaranteed to encounter resistance.

 

Curious? 

 

Download the free guide here! 

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Into the Unknown: Learning to Thrive Amid Uncertainty & Ambiguity

The ability to thrive in ambiguity and uncertainty is one of the skills needed to work in a complex, modern environment. 

 

But it’s not just a skill—it’s a whole new mindset. 

 

It’s about acknowledging that finding a solution to a complex problem requires a journey through the unknown.

 

Since there are no “answers” to complex challenges we must develop a process to approach them, and that process needs to be grounded in exploration and curiosity. 

 

When we can shift from needing to understand to being comfortable with exploration, it relieves us of the pressure to know the unknowable. And that unlocks our creativity and our ability to explore. We get to let go of our need for clarity and certainty, and instead see our work as the journey to find it. 

 

As leaders, our job is to embrace the not knowing that is at the heart of many worthy endeavors—and to support our team so they can do the same. 

 

In this video, I share some strategies I use with leaders and organizations to make this mindset shift and lead with curiosity instead of expertise. I invite you to watch if you feel pressure to know the answers in your work and want to learn how to have a greater leadership impact when facing complex problems that lack simple solutions.

 

 

What about you? How much of your work requires you to move forward without knowing an answer?

 

Respond to our micro-survey and let us know.

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Leaders Need to Know It’s Not Their Fault

I work with leaders who are at a moment in their careers when they decide to take things to the next level, and I see the same struggles again and again:

 

  • Leaders who are daunted by the need to constantly lead change in their organization
  • Leaders who are frustrated with encountering resistance from others
  • Leaders who don’t know how to drive their vision forward, particularly when they’re a specialist in a bigger organization 

 

If this sounds like you, dear leader, here’s what I want you to know: 

 

It’s not your fault. 

 

Past a certain scale and complexity, you can’t lead through expertise or control.


You’re no longer facing technical challenges, you’re facing complex challenges, and you need to lead through these not by solving problems, but by building relationships and cultivating curiosity.  

 

You are doing the best you can with the tools that you have: a set of tools that has served you and your organizations incredibly well for your whole career, but now, you’re navigating growing complexity. The world can’t be easily understood anymore.

 

If you are someone who has led through control in the past, but now you recognize that answers are no longer enough, stop kicking yourself and watch my video:

Leaders Need to Know It’s Not Their Fault 

 

In this video, I share why so many of the leaders I work with transform their impact once they shift from expertise-based leadership to curiosity-driven leadership, and how you can do the same.  Answers are rarely the key to leading through complexity.  Instead, we need to grow our ability to influence others.  

 

You can’t be everywhere at once: answering every question, solving small problems, making sure everyone is following the new SOP — that will leave you stretched thin and unable to lead effectively.

 

That’s why I created The C.L.E.A.R. Path to Executive Leadership, a program crafted after in-depth research and work with hundreds of leaders at global organizations. The C.L.E.A.R. Path focuses on strengthening key skills that every leader benefits from: Curiosity, Listening, Empowerment, Accountability, and Results. 

 

If you are leading change, and this sounds like something that could help you with your challenge, I’d love to hear from you. Click here to book a free 30-minute diagnostic call with me where you can tell me about the challenges you’re facing. Together, we can talk about how you’re trying to create lasting change in your organization. 

 

Book a free call with me here.

 

We’ll talk about your challenges and what kind of support you might need for the next part of your journey. In half an hour you could be unlocking new dimensions of how you can lead.

 

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Using The Friendly OODA Loop To Work with Resistance

My five-year-old was under the table, snuggled in his blanket, sucking his thumb with his favorite stuffy. 

 

Cute, right?

 

The only problem was that we were going to be late to school. Again. 

 

So, I pushed. I cajoled. Maybe, in a moment of weakness, I even tried to bribe. 

 

The worst thing is it seems like this happens every day. 

 

One of the things I notice about life is that I’m often interacting with the world as I wish it was instead of the world as it is. That can be a pain in the ass. 

 

I’ve heard this phrase in Buddhism as, “resistance to reality is the source of all suffering,” though dissatisfaction may be a better word.

 

I see this all the time in my approach to parenting. Boy, do I wish my five-year-old would move faster in the morning. Getting him out the door can be stressful, and ironically, that stress actually makes him move slower. Ugh. 

 

So, why does it keep happening every day? Because I’ve been trying to push things forward as I want them to be instead of working with things as they actually are.

 

This happens in our organizations too—when we make changes to the ways we work, when we ask team members to take on new roles or responsibilities, or when we try to lead with a power-down approach.

 

The lesson in business here is about dealing with resistance, and today, I’m going to teach you a tool to work with resistance more skillfully. 

 

Last time I shared with you the OODA loop — Observe, Orient, Decide, Act. 

 

Externally, we can use the OODA loop to disrupt our competition by orienting ourselves around changes in the external world.

 

In this video, I want to share the “friendly” OODA loop—the use case of the OODA loop that applies to our own organizations. We can call on it when we’re leading a change that involves humans (i.e. a situation that can create resistance). It’s both useful as a planning tool and as a way to influence people.

 

 

By considering how people might be impacted by a proposed change and understanding their orientation, we as leaders can engage with them in a supportive manner and help their orientation align with our desired outcome.

 

When we start to see resistance as data about a problem and learn to work with the resistance we encounter, we’ll build stronger relationships and get more done. That means we can do our work and lead our teams with more ease. We get to solve bigger problems and have greater influence to really change the way our organizations work.  That increased effectiveness gets us noticed and can bring us even more satisfying work, promotions, wealth, and ease.

The friendly OODA loop can really help you understand your impact on others and work around resistance to get collaboration and buy-in. Working skillfully with resistance is one of the most important abilities a modern leader needs. 

 

If you want more resources on how to better work with resistance, I invite you to watch my free video on Understanding the Levels of Resistance. It’s short and it sheds light on the different types of resistance you might encounter from shareholders or people on your team.

 

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Using the OODA Loop to Reduce Uncertainty in Your Business

With the arrival of new technologies and new industry disruptions, it’s easy for us to feel the pressure, not only to adapt but also to leverage these new technologies in our favor. Industry disruption forces us to confront new challenges and also provides us with an opportunity to carve out innovative success in the face of change.  

 

Even as the complexity of the world continues to accelerate, inaction is a sure way to get left behind. 

 

So, how do we shape our external strategies to leverage the power of uncertainty?

 

The OODA (Observe→Orient→Decide→Act) loop is an iterative decision-making tool that has been used by companies such as Amazon to disrupt competitors and navigate through uncertainty and change.

 

For those who are familiar with the OODA loop, you know its potential to revolutionize decision-making and problem-solving. For those encountering it for the first time, get ready to embark on a journey that will transform the way you navigate uncertainty and disruption. 

 

The OODA loop can help us adapt our strategies, respond effectively to challenges, and make better decisions faster.

 

One of my mentors taught me a phrase that I now use to help orient experimentation in my work. My mentor taught me that our goal for almost every decision should be: “Good enough for now, safe enough to try.” 

 

The OODA loop is a fantastic tool to support that. 

 

I wrote a few weeks back about disruption from AI. Here’s what I said:

 

External shifts [from generative AI] lead to internal disruptions within companies, necessitating changes in structure and management approaches that are required in response to industry pressures and competitive shifts. 

In the face of such a disruptive force, it’s easy to succumb to overwhelm, uncertainty, and a doom-and-gloom worldview. 

 

That’s the first benefit of the OODA loop—it gives you a decision-making framework that helps reduce overwhelm, uncertainty, and a doom-and-gloom worldview.

 

This is how it works:

 

  • Observe —  The first step is to actively observe and acknowledge new data, challenges, or changing conditions. We see what’s going on, whether with our competitors or in the world in general. In this case, it’s that Generative AI has landed on the scene in an easy-to-use and practical way. It is important not to ignore or push away uncomfortable observations.

 

  • Orient — The next step is to orient oneself to the observed information. This involves relating the observation to existing strategies, values, and mental models. It requires updating one’s understanding of the situation and considering how it fits into the overall context. We see what’s out there and what others are saying and doing. We think about our core strategy and how this new technology will affect it.We also draw on our values, our worldview, and our goals. If I run a SaaS company, my reaction to a new technology is going to be different than if I run a law firm that bills clients hourly.

 

  • Decide — Once oriented, a decision is made based on observation and orientation. This decision should align with the goals, strategies, and values of the individual or organization. It should consider the potential impact and implications of the decision. Are we going to train people in a new way? Are we going to shift our billing model? Develop a different kind of product?It’s time to devise a plan.

 

  • Act — The decision is put into action, and the necessary steps are taken to implement it. This stage involves executing the chosen course of action and initiating the necessary changes or measures.

  

But — recognize that this is not the end of our process. 

 

We immediately begin observing what’s happened in response to our action—so we’re back at the start of the loop right away. 

 

 


If you are facing impactful challenges and need to make sense of your changing environment, or if you’re someone who’s leading change within your organization, watch the full video:
Understanding the OODA Loop, and book a free 30-minute call with me to learn more about how to use this framework to lead change with ease across your organization.

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Rise of the Machines: How to Keep AI from Terminating Your Business

The era of machine learning is upon us, whether we want it or not. Every week provides us with new stories about developments in artificial intelligence, and new fears regarding its implications for us.

 

Driverless cars! Authorless stories! Cyber lawyers!

 

From the spectacular arrival of AI art programs like Midjourney and DALL-E to the even more earth-shattering evolution of ChatGPT, it is hard to imagine any industry being able to escape disruption by the inevitable rise of the machines.

 

Chatbots are passing the bar exam, helping students cheat, and assisting us in planning our travel itineraries. They can be taught to code, taught to order our favorite foods when we need them, they can even (terrifyingly) be taught to love.

 
Disruptions Happen.
 

The birth of AI is a thrilling but frightening thing to behold. Even in its early stages, we are already witnessing capabilities that seemed like pure sci-fi less than a decade ago, and its rate of evolution is so rapid it is almost impossible to predict where we will be ten years from now.

 

The legal industry is undergoing significant changes, with AI and legal chatbots being employed in contract review, drafting, dispute resolution, and predictive analytics.

 

These external shifts lead to internal disruptions within companies, necessitating changes in structure and management approaches that are required in response to industry pressures and competitive shifts. 

 

In the face of such a disruptive force, it’s easy to succumb to overwhelm, uncertainty, and a doom-and-gloom worldview. 

 

With artificial intelligence disrupting our industries, and even our art, what will be left for us to do? 

 

You may be left questioning:

 

As a senior leader, how can I prevent the introduction of AI from making my company defunct within my industry? What does it mean for my team and for the way we do business now?

 

The good news is, although we are approaching uncharted territory now, we have been in uncharted territory many times before, and while there are always winners and losers, agile actors find ways to rise to the top during times of disruption and upheaval. Less than thirty years ago, the internet came along and disrupted business as usual, as did the inventions of the personal computer and the pocket calculator before that, all the way back to 1450 AD and the invention of the printing press!

 

The Bleeding Edge

 

E-commerce platforms such as Amazon, Etsy, and Shopify continue to disrupt traditional retail, with Amazon using data from their operations to manufacture generic products, creating a unique feedback loop. To compete, some major retailers, like Walmart and Target built out robust online stores to coexist alongside their brick-and-mortar locations. Other companies, like Bed Bath and Beyond failed to capitalize on the growing market for online sales and are now paying the price. 

 

Entertainment and media were revolutionized by streaming services like Netflix, which brought movies directly to our TVs—often simultaneously with theatrical releases. This new business model brought about the end of the video store era and began to threaten the bottom line of many film studios and TV networks. Desperate to capitalize on the streaming market, or to hang on to as much of their IP as possible, networks like ABC and NBC are now hosting their own platforms, offering subscribers now-exclusive content that could previously be found on Netflix, Hulu, or Amazon Prime.

 

External shifts lead to internal disruptions within companies, necessitating changes in structure and management approaches that are required in response to industry pressures and competitive shifts. 

 

The point isn’t to resist that disruption is happening—it’s to learn how to work with it and how to get ahead of things. The strongest leaders are the ones who will be able to lead their organizations through the change of creative disruption. 

 

Facing the Unknown

 

GPT epitomizes the classical definition of disruptive innovation. It is inexpensive, often “good enough,” and has deep expertise in certain content areas. It is poised to revolutionize how we work with and process electronic data. If we want to stay relevant in our respective industries, we cannot run from the future, we need to learn how to embrace it.

 

To thrive amid disruption you need to understand resistance.

 

By paying attention to what’s disrupting your industry and learning to work with it skillfully, you can set yourself and your organization up for longevity and success. One of the key skills you need to succeed amid disruption is the ability to share what you see and work more skillfully with others’ resistance. 

 

By getting better at working with resistance, you’ll be able to react and respond to it more quickly. You’ll work with more ease—having fun instead of banging your head against the wall. And you’ll stand out as someone who’s able to lead your organization forward in challenging times.

 

I work with a lot of clients who I consider “visionary.” This doesn’t mean that they want to live on Mars (but boy does that guy need some support at keeping his stuff together), but it does mean that they see things about their organizations that others don’t see. A lot of these people start by swimming upstream—but there are techniques they can use.

 

Because leading through disruption is a team sport—it’s not something you can do alone, no matter how much power you have—you’ll have to bring others on the journey. 

 

Here are three things you might try if your team needs help adapting to new, “disruptive” tech:

  

  • Show Cause – If your folks can’t see the challenge that new technologies and ways of operating pose, they won’t be prepared to work with you on solutions. By paying attention to what’s disrupting your industry and learning how to point it out and explain the issue in easy-to-understand terms, you can set yourself and your organization up for longevity and success.
  • Start Small – I’m often talking with my clients about the minimum meaningful unit of experiment: the need to try a change on the smallest unit where you can gather meaningful data and get meaningful results.

    As you learn, you can go bigger, but changes that start big—especially in a fast-moving environment—often fail.
  • Listen Deeply Most leaders’ default approach to resistance is to try and overcome it, to get buy-in or, if that fails, to mandate that others comply with the change.

    “I know you don’t like this, but you have to sell it to your team. Eat your vegetables. They’re good for you. You’ll learn to like them.”


    This kind of power-based approach to getting things done has a place, but not when you need to change how you operate. Instead of trying to overcome resistance, engage with it.
    Start by using
    curiosity.

    “Here’s what I’m seeing; what are you seeing?”

    This approach creates the opportunity for a true dialogue, which builds relationships and enables you to lead others on their journey.

By getting better at working with resistance, you’ll be able to react and respond to it more quickly. You’ll work with more ease—because you’ll be having fun instead of banging your head against the wall, and you’ll stand out as someone who’s able to lead your organization forward into new frontiers.

 

If you’re someone who wants to lead your organization through all the changes that are required these days, start by engaging with the resistance you meet.

 

Learning to engage with resistance isn’t easy—it’s one of things I spend a lot of time coaching my clients through. But if you want a head start, check out this free short video: Understanding the Levels of Resistance.

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Is There Space for Psychological Safety at SpaceX?

Unlike many of the system failures that we write about in Meltdown, the test of SpaceX’s Starship vehicle and launch system wasn’t necessarily expected to succeed. Indeed, SpaceX CEO Elon Musk and former NASA astronaut Mike Massimino are hailing the launch as a success as defined by the data collected on (among other things) its points of failure.

 

That’s great—frustration is a sign of progress. SpaceX pushes boundaries by moving quickly when appropriate, and by learning from their mistakes when they’re met with failure. The history of spaceflight has been defined by troubleshooting, trial and error, and big explosions. Paying attention to failures and near misses is critical to effectively running complex systems like rocket ships. 

 

But when complex systems fail, there’s usually not just a single factor to blame—it’s the result of an intricate web of interconnected problems within an organization. While Musk is free to chalk up the failures of the Starship launch to data collection, it may be worthwhile to pause a moment and ask ourselves: At what point is collecting evidence from failure more risky than it is valuable? 

 

Is there more value in ignoring known precautions and observing an expected failure than there is in doing all that you can to get it right?

 

According to Space.com, SpaceX cut corners on the construction of the Starship launchpad, choosing not to add flame trenches around the pad or otherwise upgrade the site before launch, despite the rocket being much heavier than any rocket previously launched from that location. 

 

Musk himself tweeted about the lack of upgrades all the way back in 2020.

 

“Aspiring to have no flame diverter in Boca, but this could turn out to be a mistake.”  -October 7, 2020.

 

The Space article also states that while SpaceX was in the process of building a water-cooled, steel plate to go under the rocket mount, it was not completed in time for the scheduled launch date. Rather than reschedule, Musk chose to press on without it.

 

It is true that much was learned from Starship’s failure, but more could have been learned from its success, and to top it off, the launch damaged property and scattered debris across a nature preserve and nearby residential areas. One car was even hit by a flying chunk of concrete!

 

Psychological Safety 

 

A critical component of learning in complex systems is psychological safety. This concept refers to an environment where team members feel secure in speaking up, sharing concerns, and offering potential solutions without fear of retribution. Psychological safety encourages open communication, collaboration, and innovation—essential elements for organizations to learn from mistakes and continuously improve. When employees feel comfortable expressing their thoughts and concerns, organizations are better equipped to identify potential risks and proactively address them.

 

As I read about Starship’s “rapid unscheduled disassembly,” I wondered: do engineers at SpaceX feel psychologically safe? 

 

SpaceX is known for innovation and experimentation, but what do its engineers think as they watch Musk break contracts, attack journalists, and fire senior engineers and executives who challenge his role as CEO of Twitter? Does this management behavior carry over to SpaceX?

 

Employees who feel psychologically safe are more likely to share their ideas, question existing processes, and collaborate to find innovative solutions. In complex systems, where unpredictability and interdependence are inherent, this open communication is vital for anticipating potential risks and managing them effectively.

Organizations that lack psychological safety may struggle to identify and address issues in a timely manner, increasing the likelihood of accidents and failures. This makes cultivating psychological safety not just a matter of good leadership, but also a strategic imperative for organizations operating in complex environments (which is almost every organization these days).

 

Beyond the scope of avoiding system failures, psychological safety also provides numerous benefits for both employees and organizations. Research has consistently shown that when employees feel psychologically safe, they exhibit higher levels of job satisfaction, engagement, and performance. This translates to reduced employee turnover, increased productivity, and overall better organizational outcomes. 

 

Furthermore, a psychologically safe environment fosters creativity and innovation, allowing organizations to adapt and evolve in a rapidly changing world. By promoting psychological safety within their teams, leaders can not only prevent large-scale failures but also create a positive and productive work environment that supports long-term success.

 

Even if you’re not the CEO of multiple companies, there’s a lesson we can all take from this—psychological safety is an ongoing process. If you encourage someone to speak up in one setting but respond with anger and belittle someone in another, you aren’t building psychological safety. 

 

To create psychological safety, get curious instead of getting frustrated

 

Get curious about the context that informs your teams’ decisions.

 

And if you’re in an urgent crisis, simply listen and ask “How can I offer support?”

Do you lead a team undertaking daunting, complex work that requires creativity and innovation? If so check out Meltdown. Download your free sample chapter here.

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Are you daunted by the complexity of your work?

“So Sarah, you’re leading your organization through this big, complex transformation. Does that feel daunting?”

 

“It is! Oh my gosh, it’s so daunting!”

 

I distinctly remember my first conversation with Sarah, a capable leader who would become a longtime coaching client. Sarah was tasked with changing how her organization built software. She worked for a large and successful manufacturing company that used a host of legacy systems and processes. To compete in a rapidly changing competitive environment, the CEO and board of Sarah’s company recognized the need to rebuild their systems, and they tapped her to lead the transformation.

 

Common Traits of Successful Leaders

 

Like Sarah, almost every leader I work with has made it to where they are by having a solid foundation of technical skills. Sarah has a finance background, thinks fast, and is good with numbers. When we started working together, she told me she feels most comfortable working in a spreadsheet. Other clients shine as lawyers, engineers, or coders. They are all good at coming up with answers to problems. I bet you are, too!

 

Complex Problems vs. Complicated Problems

 

On the one hand, the ability to solve complex problems is a superpower. But, as you progress on your leadership journey, it can also be a liability. Leaders like you are asked to solve increasingly complex problems. Complex problems aren’t just bigger versions of complicated ones. They can’t be easily broken down into smaller, simpler problems. They have unpredictable outcomes even if you deeply understand the underlying principles. They lack a single solution, and the problems change as we tackle them, so they require flexible problem-solving approaches that account for emergent patterns.

 

The “Golden Age of Complexity”

 

All of this means that we can’t deliver a neat, tidy solution. These problems are beyond the ken of any single person or team to solve. They are chaotic (in the sense that small, impossible-to-track details matter). They require others to co-create a new reality — a bold and daring act. 

 

In Meltdown, we wrote about the arrival of the Black Death in the middle ages. In October 1347, a fleet of ships carrying infected sailors arrived in Sicily. Many sailors were already dead; others were coughing and vomiting blood. The epidemic — which would go on to kill tens of millions of people — moved rapidly along new shipping and trade routes. It spread through populations newly concentrated in cities. But we wouldn’t develop the technologies of epidemiology, antibiotics, or sanitation for centuries. We didn’t even have a theory of germs! This mismatch between challenge and tools led one historian to call the middle ages “the golden age of bacteria.” Today, we are in a golden age of complexity.

 

Challenges in Modern Leadership

 

I suspect that most of you are rooted in organizations that want to solve problems faster — when slowing down and deepening our understanding is what’s needed. Consequently, we face pressure to move faster, technologies that demand that we’re “always on,” and organizations that frequently shift priorities. Many of us work for bosses who model management-by-telling instead of leadership-as-listening.

 

The Importance of Vulnerability and Openness in Leadership

 

True leadership is fundamentally an act of vulnerability and openness. It’s about being curious about our impact on others so we can understand how we can serve them. We need space, time, and new ways to help us think and lead. Not many of us learn how to build solid relationships, facilitate meetings, work with strong feelings (our own and others!), delegate tasks, accept feedback, or work with an executive assistant to free up our calendars for our most important work.

 

Overcoming the Challenges: Sarah’s Transformation

 

So if you feel daunted, I want you to know that it’s not your fault. You are being asked to do a lot while facing forces and trends that are outside of all of our controls. A few weeks ago, Sarah and I wrapped up our work together. In leading her organization’s transformation, she herself transformed. Even as she was promoted to a more senior role with more visibility and more significant challenges, she told me that she’s never felt more confident.

 

She’s still a spreadsheet whiz, but she’s more comfortable wading into ambiguous problems that can’t be solved with Excel. She’s building stronger relationships with those around her. She’s learned to use curiosity to shape the direction of her organization and succeed in her role. And she’s led her growing team through a challenging reorganization with poise and composure.

 

Sarah’s journey makes me feel hopeful, and in the near future, I’ll write more about some of the specific approaches she took in our work together. 

 

But what about you? Which of the challenges above resonated with you?

 

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