by Robyn Bolton | Feb 23, 2026 | Leadership, Stories & Examples, Strategy
Congratulations, you’ve done the hard part required to get buy-in! You asked instead of told, said “I don’t know” out loud, and got genuine buy-in. Your team believes, is engaged, and ready to go. And yet execution is stalling.
What gives?
Activity without Achievement
There’s no doubt that people are working hard. You can see it in their schedules and you hear it in your one-on-ones. But projects are moving slower than they should, decisions that seem straightforward take weeks, and agreements made in meetings are quietly undone. Strategies, buy-in, timelines are powerless against an invisible and unnamed force.
So, you consider your options. A team offsite can provide a helpful rest but there’s no guarantee it sticks when you’re back in the office. Training can help shore up skill gaps, but your team is already capable, so this doesn’t feel like a skill problem. You could reorg but that creates new problems.
Your People Aren’t the Problem
The problem isn’t your people, your team, or even your culture. The problem is the hidden seams between people, teams, and cultures, that create friction.
Because of friction, people hesitate to share information across functional or hierarchical seams. They make assumptions about other generations. They work to achieve individual or functional, rather than collective, goals.
These friction points have been part of your organization for so long that they are accepted as normal. As immoveable and unchangeable as your company’s mission and vision. And because they’re so ingrained, you shift your efforts to things that feel changeable: skills, org charts, and communication plans.
You’re addressing symptoms because the root cause seems impossible to fix.
It’s not impossible.
How One Company Resolved the Friction and Tightened the Seams Without Extra Work
When a K-5 curriculum company decided to expand into the Middle School market, they knew they were asking the project team to do something new that was complex, ambiguous, and fraught with high-stakes decisions.
Six months in, the project was breaking down. Decisions that should have taken a day took weeks or months. Work got stuck as different functions weighed in at different times with different mandatory requirements. People hid problems and gave optimistic updates.
The executive who owned the project had seen this before. In fact, she was seeing it in every project team across the entire company. So, she knew that the problem wasn’t the project or the people, it was something much deeper, something that was such a part of the company’s standard operating process that it had become invisible.
So, she brought in someone (me) who could see things differently and together we sought out the seams, naming the moments when friction occurred, and engaging the team in developing and experimenting with solutions.
And we did it all as part of the daily work.
We redesigned hand-offs in real time, experimented with decision-making rules until we found what worked for multiple decision types, and rewarded people for saying “I don’t know.”
Within six months, the project was back on track and engagement and morale were sky-high. Other teams took notice and asked for advice. New products began shipping on time, on budget, and to rave reviews.
Now the Real Work Begins
Where are your seams showing up? A cross-functional initiative that’s losing momentum? A decision that never seems to stick? A team that’s aligned on paper but stuck in execution?
That friction has a name. And it’s findable.
If you’re ready to find the seams and resolve the friction, set up a SeamSpotter Session. It’s a 60 to 90-minute conversation, no prep required, and you’ll receive a written summary and recommended next steps within 48 hours.
If your team is bought in, but execution keeps stuttering, you can fix it. Email me at robyn@milezero.io to get started.
by Robyn Bolton | Feb 8, 2026 | AI, Leadership, Leading Through Uncertainty, Strategic Foresight, Strategy
In 2023, Klarna’s CEO proudly announced it had replaced 700 customer service workers with AI and that the chatbot was handling two-thirds of customer queries. Labor costs dropped and victory was declared.
By 2025, Klarna was rehiring. Customer satisfaction had tanked. The CEO admitted they “went too far,” focusing on efficiency over quality.
Like Captain Robert Scott, Klarna misjudged the circumstance it was in, applied the wrong playbook, and lost. It thought it had facts but all it has was technical specs. It made tons of assumptions about chatbots’ ability to replace human judgment and how customers would respond.
Calibrated Decision Design, a process for diagnosing your circumstances before picking a playbook, consistently proves to be a quick and necessary step to ensure success.
When you have the facts and need results ASAP: Go NOW!
General Mills, like its competitors, had been digitizing its supply chain for years and so facts based on experience and a list of the facts it needed.
To close the gap and achieve end-to-end visibility in its supply chain, it worked with Palantir to develop a digital twin of its entire supply chain. Results: 30% waste reduction, $300 million in savings, decisions that took weeks now takes hours. It proves that you don’t need all the answers to make a move, but you need to know more than you don’t.
When you have hypotheses but can’t wait for results: Discovery Planning
Morgan Stanley Wealth Management’s (MSWM) clients expect advisors to bring them bespoke advice based on mountains of analysis, and insights. But it’s impossible for any advisor to process all that data. Confident that AI could help but uncertain whether its would improve relationships or create friction, MSWM partnered with OpenAI.
Within six months, they debuted a GenAI chatbot to help Financial Advisors quickly access the firm’s IP. Document retrieval jumped from 20% to 80% and 98% now use it daily. Two years later, MSWM expanded into a meeting summary tool to summarize meetings into actionable outputs and update the CRM with notes and follow-ups. A perfect example of how a series of experiments leads to a series of successes.
When you have facts and time to achieve results: Patient Planning
Drug discovery requires patience and, while the process may be predictable, the results aren’t. That’s why pharma companies need strategies that are thoughtfully planned as they are responsive.
Lilly is doing just that by investing in its own capabilities and building an ecosystem of partners. It started by launching TuneLab, a platform offering access to AI-enabled drug discovery models based on data that Lilly spent over $1 billion developing. A month later, the pharma giant announced a partnership with NVIDIA to build the pharmaceutical industry’s most powerful AI supercomputer. Two months later, it committed over $6 billion to a new manufacturing facility in Alabama. These aren’t billion-dollar bets, they’re thoughtful investments in a long-term future that allows Lilly to learn now and stay flexible as needs and technology evolve.
When you’re making assumptions and have time to learn: Resilient Strategy
There’s no way of knowing what the global energy system will look like in 40 years. That’s why Shell’s latest scenario planning efforts resulted in three distinct scenarios, Surge, Archipelagos, and Horizon. Multiple scenarios allows the company to “explore trade-offs between energy security, economic growth and addressing carbon emissions” and build resilient strategies to recognize which one is unfolding and pivot before competitors even spot what’s happening.
Stop benchmarking. Start diagnosing.
It’s easy to feel like you’re behind when it comes to AI. But the rush to act before you know the problem and the circumstances is far more likely to make you a cautionary tale than a poster child for success.
So, stop benchmarking what competitors do and start diagnosing the circumstances you’re in, so you use the playbook you need.
by Robyn Bolton | Dec 16, 2025 | Just for Fun, Leadership, Tips, Tricks, & Tools, Uncategorized
Everybody loves a Top X list. This past week I’ve read the Top 100 Best Comedy Movies of All Time, The 100 Best Episodes of the Century, and the NYT’s 100 Notable Books of 2025. And all this before we’re inundated with the Top 10 lists sports, politics, celebrity news, world news, and whatever other topic a writer can dream up.
Top X Lists are about big things, events that affect everyone or that will be remembered for decades. And while those Macro-moments are what stand out in our memories, they rarely define our everyday existence.
What are Micro-moments?
I first heard of Micro-moments in an interview between Dan Shipper, founder of Every, and Henrik Werdelin, founder of Prehype (and incubator that helped launch Barkbox and Ro Health). According to Werdelin:
Micro-moments for me are things when I’m in flow and things where I’m happy. It can’t be a big thing like having a family. It has to be a very concrete things like I like walking over the Brooklyn Bridge in the morning. It’s just something I get profoundly happy about, right? Or I like being in brainstorm meetings with (other entrepreneurs)
But his list of Micro-moments isn’t just a new-age happiness manifestation, it’s an actual decision-making tool. Werdelin explains:
I was basically trying to figure out what to do next and I was keeping all my options open. I got offered a job to run BBC Digital on the international side and then I got offered a job at a design agency called Wolf Collins who had an incredible CEO.
And so, I ended up having these 30 concrete [moments] where I’ve done stuff and then I started to use that as a way to measure options that would be thrown at me. The BBC sounded like it would be a lot of money, and it was like a cool job, and it would give me, I guess, self-esteem for a second. But then when I looked at what it would entail, none of the Micro-moments would be included so I was like, “ah, probably not for me.”
My first Micro-reactions
- Eye roll: Thank goodness you had a list of Micro-moments so you could avoid the soul sucking horror of running BBC Digital!
- Righteous indignation: Do you have any idea how hard it is out there to find a job? People would be thrilled to have a job that delivers only ONE Micro-moment of happiness?!
- Breathe: What a second. What if Mico-moments don’t determine your role. What if Micro-moments…perhaps…mean a little bit more! (yes, that is a terrible rephrasing of the Grinch’s epiphany)
Micro-moments are more than moments of flow and joy. They’re the moments that make up our lives, relationships, and view of the world. They’re the moments that should be on our Top 10 lists but too often get crowded out by noisier, bigger moments.
They’re also things we can create, design for, and sometimes even control.
What are YOUR Micro-moments?
As the period of end-of-year reflection approaches, think about your Micro-moments. What small, concrete moments that brought you flow, joy, or peace, this year? Where were you? What were you doing? Who were you with? Jot them down
When the new year dawns, go back to your list and get curious. What are the common themes, people, places, and activities in your Micro-moments. Write down what you notice.
As the year kicks into gear and everyone settles back into work and school routines, return to your list and start planning. How might you create more Micro-moments?
Life is made up of moments. Many of them are beyond our control. But some of them aren’t. And wouldn’t it be great to know which ones make us happiest so we can experience them more often?
by Robyn Bolton | Jul 23, 2025 | Leadership, Leading Through Uncertainty, Stories & Examples
What does a lightning strike in a Spanish forest have to do with your next leadership meeting? More than you think.
On June 14, 2014, lightning struck a forest on Spain’s northeast coast, only 60 miles from Barcelona. Within hours, flames 16 to 33 feet high raced out of control toward populated areas, threatening 27,000 acres of forest, an area larger than the city of Boston.
Everything – data, instincts, decades of firefighting doctrine – prioritized saving the entire forest and protecting the coastal towns.
Instead, the fire commanders chose to deliberately let 2,057 acres, roughly the size of Manhattan’s Central Park, burn.
The result? They saved the other 25,000 acres (an area the size of San Francisco), protected the coastal communities, and created a natural firebreak that would protect the region for decades. By accepting some losses, they prevented catastrophic ones.
The Fear Trap That’s Strangling Your Business
The Tivissa fire’s triumph happened because firefighters found the courage to escape what researchers call the “fear trap” – the tendency to focus exclusively on defending against known, measurable risks.
Despite research proving that defending against predictable, measurable risks through defensive strategies consistently fails in uncertain and dynamic scenarios, firefighter “best practices” continue to advocate this approach.
Sound familiar? It should. Most executives today are trapped in exactly this pattern.
We’re in the fire right now. Financial markets are yo-yoing, AI threatens to disrupt everything, and consumer behaviors are shifting.
Most executives are falling into the Fear Trap by doubling down on protecting their existing business and pouring resources into defending against predictable risks. Yet the real threats, the ones you can’t measure or model, continue to pound the business.
While you’re protecting last quarter’s wins, tomorrow’s disruption is spreading unchecked.
Four Principles for Creative Decision-Making Under Fire
The decision to cede certain areas wasn’t hasty but based on four principles enabling leaders in any situation to successfully navigate uncertainty.
PRINCIPLE 1: A Predictable Situation is a Safe Situation. Stop trying to control the uncontrollable. Standard procedures work in predictable situations but fail in unprecedented challenges.
Put it in Practice: Instead of creating endless contingency plans, build flexibility and agility into operations and decision-making.
PRINCIPLE 2: Build Credibility Through Realistic Expectations. Reducing uncertainty requires realism about what can be achieved. Fire commanders mapped out precisely which areas around Tivissa would burn and which would be saved, then communicated these hard truths and the considered trade-offs to officials and communities before implementing their strategy, building trust and preventing panic as the selected areas burned.
Put it in practice: Stop promising to protect everything and set realistic expectations about what you can control. Then communicate priorities, expectations, and trade-offs frequently, transparently, and clearly with all key stakeholders.
PRINCIPLE 3: Include the future in your definition of success: Traditional firefighting protects immediate assets at risk. The Tivissa firefighters expanded this to include future resilience, recognizing that saving everything today could jeopardize the region tomorrow.
Put it in practice: Be transparent about how you define the Common Good in your organization, then reinforce it by making hard choices about where to compete and where to retreat. The goal isn’t to avoid all losses – it’s to maximize overall organizational health.
PRINCIPLE 4: Use uncertainty to build for tomorrow: Firefighters didn’t just accept that 2,057 acres would burn – they strategically chose which acres to let burn to create maximum future advantage, protecting the region for generations.
Put it in practice: Evaluate every response to uncertainty on whether it better positions you for future challenges. Leverage the disruption to build capabilities, market positions, and organizational structures that strengthen you for future uncertainty.
Your Next Move
When the wind shifted and the fire exploded, firefighters had to choose between defending everything (and likely losing it all) or accepting strategic losses to ensure overall wins.
You’re facing the same choice right now.
Like the firefighters, your breakthrough might come not from fighting harder against uncertainty, but from learning to work with it strategically.
What are you willing to let burn to save what matters most?
by Robyn Bolton | May 10, 2025 | Innovation, Leadership
You need friction to create fire. It’s true whether you’re camping or leading change inside an organization. Yet most of us avoid conflict—we ignore it, smooth it over, or sideline the people who spark it.
I’ve been guilty of that too, which is why I was eager to sit down with Laura Weiss, founder of Design Diplomacy, former architect and IDEO partner, university educator, and professional mediator, to explore why conflict isn’t the enemy of innovation, but one of its essential ingredients.
Our conversation wasn’t about frameworks or facilitation tricks. It was about something deeper: how leaders can unlearn their fear of conflict, lean into discomfort, and use it to build trust, fuel learning, and drive meaningful change.
So if conflict feels like a threat to alignment and progress, this conversation will show you why embracing it is the real leadership move.
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Robyn Bolton: What’s the one piece of conventional wisdom about change that organizations need to unlearn?
Laura Weiss: The belief that change is event-driven. It’s not, except for seismic shifts like the Great Recession, the COVID-19 pandemic, 9/11, and October 7. It’s happening all the time! As a result, leading change should be seen as a continuous endeavor that prepares the organization to be agile when unforeseen events occur.
RB: Wow, that is capital-T True! What is driving this misperception?
LW: It’s been said that ‘managers deal with complexity, but leaders deal with change’. So, it all comes down to leadership. However, the prevailing belief is that a “leader” is the person who has risen to the top of the organization and has all the answers.
In many design professions, those who are promoted to leadership roles are exceptional at their craft. But evolving from an ‘individual contributor’ to leading others involves skills that can seem contrary to our beliefs about leadership. One is humility – the capability to say “I don’t know” without feeling exposed as a fraud, especially in professions where being a “subject matter expert” is expected. Being humble presents the leader as human, which leads to another skill: connecting with others as humans before attempting to ‘lead’ them. I particularly like Edgar Schein’s relationship-driven leadership philosophy as opposed to ‘transactional’ leadership, where your role relative to others dictates how you interact.
RB: From your experience, how can we unlearn this and lead differently?
LW: Leaders need to do three things:
- Be self-aware. After becoming a certified coach, it became clear to me that all leadership begins with understanding oneself. If you’re unaware of how you operate in the world, you certainly can’t lead others effectively.
- Be agile. Machiavelli famously asked: “Is it better to be loved or feared…?” Being a leader requires the ability to do both, operating along the ‘warmth-strength’ continuum, starting with warmth. There are six leadership styles a leader should be familiar with, in the same way that golfers know which golf club to use for a particular situation.
- Evolve. This means feedback – being willing to ask for it and receive it. Many senior leaders stop receiving feedback as they progress in their careers. But times change, and ‘what got you here won’t get you there.’ Holding up a mirror to very senior leaders who have rarely, if ever, received feedback, or have received it but didn’t really “get it,” is critical if they are to change with the times and the needs of their organization.
RB: Amen! I’m starting to sense a connection between leadership, innovation, and change, but before I make assumptions, what do you see?
LW: First, I want to acknowledge the thesis of your book that “innovation isn’t an idea problem, it’s a leadership problem” – 1000% agree with that!
One of the reasons I shifted from being an architect to focusing on the broader world of innovation was that I was curious about why some innovation initiatives were successful and some were not. Specifically, I was curious about the role of conflict in the creative problem-solving process because conflict is critical to bringing innovation and change to life. Yet, it’s not something most of us are naturally good at – in fact, our brain is designed to avoid it!
The biggest myth about conflict is that it erodes trust and undermines relationships. The opposite is true – when handled well, productive conflict strengthens relationships and leads to better outcomes for organizations navigating change.
Just as with innovation, the organizations that are most successful with change are the ones that consistently use productive conflict as an enabler of change.
To achieve this, organizations must shift from a reactive stance to a proactive one and become more “discovery-driven”. This means practicing iterative prototyping and learning their way forward. In my mind, innovation is a form of structured learning that yields something new with value.
RB: What role does communication play in leadership and conflict?
LW: Conflict is an inevitable part of the human experience because it reflects the tension between the status quo and something else that’s trying to emerge. It can appear even in the process of solving daily problems, so the ability to deal productively with conflict, from simple misunderstandings to seemingly intractable differences, is crucial.
The source code for effective conflict engagement is effective conversations.
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The real challenge in leadership isn’t preventing conflict—it’s recognizing that conflict is already happening and choosing to engage with it productively through conversation
This conversation with Laura reminded me that innovation and change don’t just thrive on new ideas. They require leaders who are self-aware enough to listen, humble enough to ask for feedback, and courageous enough to stay in the tension long enough for something better to emerge.
