Article
Adaptability: The Founder’s Lifeline
September 30, 2024

In the world of startups, there’s a myth many founders cling to once you’ve found product-market fit, your job is done. You’ve cracked the code. Success will naturally follow. But here’s the harsh reality: product-market fit is never "done." Markets shift, competitors pounce, customer expectations evolve. The strategy that worked brilliantly yesterday could be irrelevant tomorrow. Adaptability isn’t just a useful trait; it’s the founder’s lifeline. Without it, you’re on borrowed time.
In my years of coaching founders, one story stands out—a textbook case of brilliance undone by ego. A founder had an early win with a groundbreaking SaaS product, disrupting a major competitor and gaining massive market share. But success quickly bred arrogance. He refused to listen—to customers, advisors, or his team—thinking he knew best. He overloaded the product with unnecessary features, losing focus on what made it great in the first place. His defensive attitude crushed any room for differing opinions, driving his core users away. The very strength that fueled his initial success became the weakness that led to his downfall.
The Dangerous Comfort of Success Think back to your early days. When you started your company, everything was about survival. You were scrappy, flexible, and willing to pivot on a dime. You had to be. But as your startup grows, something dangerous happens—you become comfortable. It’s a subtle shift, but it’s deadly. The focus moves from experimentation to preservation. You start protecting what you’ve built rather than pushing the boundaries of what’s possible.
And here’s the kicker: that moment, when you feel like you’ve made it, is when you’re most vulnerable.
Let’s face it: being a founder is terrifying. You’ve built your identity on being the person with the vision, the one who had the audacity to challenge the status quo. But once that vision becomes reality, what next? How do you stay relevant when everything around you is shifting? How do you stay flexible when the very company you created is starting to demand rigidity?
Product-Market Fit is an Illusion Most founders treat product-market fit like the Holy Grail—once you’ve got it, you’re golden. But the truth is, product-market fit is not a final destination; it’s a moving target. It’s a dynamic process that’s constantly evolving.
Think about companies like Blockbuster or Kodak—giants that became obsolete because they thought they had secured their market position. The world around them changed, but they didn’t. They failed to adapt, and now they’re cautionary tales.
If you’re a founder reading this, ask yourself: Are you keeping up? Are you too comfortable? Are you still innovating, or are you coasting on the momentum of past wins?
Here’s the uncomfortable truth: if your product or service worked six months ago, that doesn’t guarantee it will work six months from now. Your competitors are innovating. Your customers are changing. The question is: are you?
Founders Are Often the Problem Let’s be brutally honest. You might be the biggest obstacle to your company’s adaptability. You built this company, and deep down, you believe you know what’s best. That’s where founders often fail.
You have blind spots—whether it’s being too emotionally attached to your original idea or not listening to your team’s insights about the changing market. Maybe you’re reluctant to admit that your once-perfect product needs a drastic overhaul. You might even be that founder who thinks, "My instincts got me this far; why change now?"
But here’s the problem: what got you here won’t get you there. Your initial vision was just that—an initial vision. Sticking to it too rigidly is a fast track to irrelevance.
Adapt or Die: The Founder’s Dilemma Adaptability is about more than just making minor tweaks to your product or marketing strategy. It’s about being willing to change the entire way you think. It’s about embracing the idea that your original concept might need to be torn down and rebuilt. Our research on 122 founders shows that those that are most successful are more adaptable. Founders in general are adaptable but the really the successful ones, unicorns or almost unicorns, are more willing to change, learn and iterate and change both their company and their own leadership.
So, how do you cultivate that level of adaptability as a founder? Here are three hard truths to consider:
The Risk of Not Evolving Here’s what happens if you don’t adapt: your competitors will. They’ll come in, identify the gaps you’re not addressing, and take over. If you’re too slow to evolve, you’re handing them the keys to your future. Adaptability is the difference between a company that stays in the game and one that fades into irrelevance.
Think about companies like Slack or Instagram. Neither of these businesses started out as the products we know today. They pivoted—hard—and it paid off. They recognized the need to change direction long before it was too late. That’s adaptability in action.
Now, imagine your company five years from now. Are you still pushing boundaries, or are you stuck defending an outdated product? Have you evolved with your market, or are you just hoping your competitors don’t out-innovate you?
How to Become More Adaptable
Final Thoughts: You’re Never “There” Here’s the thing about adaptability: it’s not a one-time skill you master and move on from. It’s a mindset. It’s the ability to look at your company and the world around you and recognize when it’s time to make a change—even if that change is uncomfortable.
If you’re a founder who’s afraid that your current success might be temporary, good. That fear is what will keep you adaptable. Lean into it. Use it as a reminder that no matter how successful your startup is today, the landscape is always shifting. Your job is to keep evolving or risk being left behind.
Founders who thrive are the ones who never stop questioning, never stop learning, and never stop adapting. Are you one of them?
In my years of coaching founders, one story stands out—a textbook case of brilliance undone by ego. A founder had an early win with a groundbreaking SaaS product, disrupting a major competitor and gaining massive market share. But success quickly bred arrogance. He refused to listen—to customers, advisors, or his team—thinking he knew best. He overloaded the product with unnecessary features, losing focus on what made it great in the first place. His defensive attitude crushed any room for differing opinions, driving his core users away. The very strength that fueled his initial success became the weakness that led to his downfall.
The Dangerous Comfort of Success Think back to your early days. When you started your company, everything was about survival. You were scrappy, flexible, and willing to pivot on a dime. You had to be. But as your startup grows, something dangerous happens—you become comfortable. It’s a subtle shift, but it’s deadly. The focus moves from experimentation to preservation. You start protecting what you’ve built rather than pushing the boundaries of what’s possible.
And here’s the kicker: that moment, when you feel like you’ve made it, is when you’re most vulnerable.
Let’s face it: being a founder is terrifying. You’ve built your identity on being the person with the vision, the one who had the audacity to challenge the status quo. But once that vision becomes reality, what next? How do you stay relevant when everything around you is shifting? How do you stay flexible when the very company you created is starting to demand rigidity?
Product-Market Fit is an Illusion Most founders treat product-market fit like the Holy Grail—once you’ve got it, you’re golden. But the truth is, product-market fit is not a final destination; it’s a moving target. It’s a dynamic process that’s constantly evolving.
Think about companies like Blockbuster or Kodak—giants that became obsolete because they thought they had secured their market position. The world around them changed, but they didn’t. They failed to adapt, and now they’re cautionary tales.
If you’re a founder reading this, ask yourself: Are you keeping up? Are you too comfortable? Are you still innovating, or are you coasting on the momentum of past wins?
Here’s the uncomfortable truth: if your product or service worked six months ago, that doesn’t guarantee it will work six months from now. Your competitors are innovating. Your customers are changing. The question is: are you?
Founders Are Often the Problem Let’s be brutally honest. You might be the biggest obstacle to your company’s adaptability. You built this company, and deep down, you believe you know what’s best. That’s where founders often fail.
You have blind spots—whether it’s being too emotionally attached to your original idea or not listening to your team’s insights about the changing market. Maybe you’re reluctant to admit that your once-perfect product needs a drastic overhaul. You might even be that founder who thinks, "My instincts got me this far; why change now?"
But here’s the problem: what got you here won’t get you there. Your initial vision was just that—an initial vision. Sticking to it too rigidly is a fast track to irrelevance.
Adapt or Die: The Founder’s Dilemma Adaptability is about more than just making minor tweaks to your product or marketing strategy. It’s about being willing to change the entire way you think. It’s about embracing the idea that your original concept might need to be torn down and rebuilt. Our research on 122 founders shows that those that are most successful are more adaptable. Founders in general are adaptable but the really the successful ones, unicorns or almost unicorns, are more willing to change, learn and iterate and change both their company and their own leadership.
So, how do you cultivate that level of adaptability as a founder? Here are three hard truths to consider:
- You’re Not as Self-Aware as You Think. Most founders believe they’re flexible, but their actions say otherwise. Based on our research on financially successful founders (MOIC of 10x) only the most successful founders take adaptability to the next level. They listen to feedback and look at the facts rather than defending their ego’s need to be right. So, if you find yourself repeatedly dismissing feedback, brushing off customer complaints, or sticking to your initial vision despite mounting evidence to the contrary, you’re not adaptable—you’re stubborn. Recognize that your instinct might be wrong, and that adaptability starts with humility.
- Your Team Sees What You Don’t. The people around you—your employees, your investors, your customers—are constantly giving you signals about what’s working and what isn’t. Are you paying attention? Or are you so caught up in your role as the “visionary” that you’ve tuned out everyone else? Adaptability means leveraging the wisdom of those around you, not pretending you have all the answers.
- Speed is Everything. The faster you can recognize that something isn’t working, the quicker you can pivot. Founders who adapt quickly are the ones who survive. If you wait for the data to conclusively tell you that your product is losing traction, it’s already too late. Don’t wait for the market to hit you in the face—anticipate the shift and move.
The Risk of Not Evolving Here’s what happens if you don’t adapt: your competitors will. They’ll come in, identify the gaps you’re not addressing, and take over. If you’re too slow to evolve, you’re handing them the keys to your future. Adaptability is the difference between a company that stays in the game and one that fades into irrelevance.
Think about companies like Slack or Instagram. Neither of these businesses started out as the products we know today. They pivoted—hard—and it paid off. They recognized the need to change direction long before it was too late. That’s adaptability in action.
Now, imagine your company five years from now. Are you still pushing boundaries, or are you stuck defending an outdated product? Have you evolved with your market, or are you just hoping your competitors don’t out-innovate you?
How to Become More Adaptable
- Kill Your Darlings. That brilliant idea that got you here? Be willing to kill it if the market demands it. Holding onto it too long is a sure way to become irrelevant.
- Surround Yourself with People Who Challenge You. If your team always agrees with you, you’re in trouble. You need dissenters—people who aren’t afraid to tell you that your idea sucks. Listen to them. They’re not your enemies; they’re your lifeline.
- Make Data Your North Star. Gut instinct is great, but data doesn’t lie. If your customer behavior or market trends are telling you something, don’t ignore it. The numbers should guide your next move, not your ego.
- Iterate Relentlessly. Continuous improvement is the name of the game. If you’re not constantly tweaking, refining, and rethinking, you’re falling behind. Stay agile, stay curious, and never be satisfied with the status quo.
Final Thoughts: You’re Never “There” Here’s the thing about adaptability: it’s not a one-time skill you master and move on from. It’s a mindset. It’s the ability to look at your company and the world around you and recognize when it’s time to make a change—even if that change is uncomfortable.
If you’re a founder who’s afraid that your current success might be temporary, good. That fear is what will keep you adaptable. Lean into it. Use it as a reminder that no matter how successful your startup is today, the landscape is always shifting. Your job is to keep evolving or risk being left behind.
Founders who thrive are the ones who never stop questioning, never stop learning, and never stop adapting. Are you one of them?
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Most startup founders are brilliant at innovation, disruption, and blazing new trails. They're visionaries, incredibly driven, and fiercely independent. Unfortunately, those same powerful traits often sabotage their ability to foster genuine collaboration—a critical ingredient in startup success. I've spent decades coaching founders, and one of the biggest blind spots I've observed is the gap between what founders naturally do well and what's required to create truly collaborative cultures. Understanding these tendencies—and knowing how to counter them—can mean the difference between startup stagnation and breakout growth. High Independence, Low Collaboration Founders thrive on independence. They love breaking rules, ignoring boundaries, and pushing limits. But independence can quickly morph into isolation. The very idea of slowing down to seek consensus or accommodate team input feels restrictive, even suffocating. 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Conflict Avoidance (or Aggression) Many founders fall into two extreme camps: conflict avoiders or conflict initiators. Both extremes are deadly to collaboration. Avoiding conflict leaves critical issues unresolved. Aggressive conflict handling creates resentment and fear. Implications: Poorly managed conflict erodes team cohesion, undermines trust, and can spiral into prolonged dysfunction. Actions to Counter: Establish clear, structured conflict resolution processes. Practice direct yet respectful conflict conversations. Use neutral facilitation for emotionally charged discussions. Systems Thinking vs. Reactive Planning Startups prize agility and adaptability. But too much short-term thinking neglects the processes and structures that sustain collaboration. Without clear systems, teams fall into chaos. Implications: Reactive planning leads to burnout, inefficiency, and frustration as team members constantly fight fires rather than building strategically. 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Implications: Team paralysis, lack of initiative, and increased frustration. Actions to Counter: Clearly define roles, responsibilities, and expectations. Regularly ask your team what clarity they need to be effective. Balance your tolerance for ambiguity with your team’s genuine need for guidance. The Collaboration Paradox Founders face a paradox. The same traits that fuel their success—independence, assertiveness, rapid execution—also sabotage the collaborative environments crucial for scaling. Acknowledging this paradox is the first step. The second is intentionally adopting behaviors that might feel unnatural at first: fostering inclusive communication, delegating with trust, managing conflict constructively, investing in systems thinking, and balancing your independent streak with genuine empathy. The good news? These skills are learnable. Great founders don’t have to become entirely different people; they simply need to expand their toolkit. Start today by picking just one area and committing to small, consistent improvements. Your team and your startup—will thank you.
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