A Love Letter to Failures and Other Magnificent Mess-Ups
What’s This About? Right, let’s cut through the motivational fluff. This isn’t another tedious sermon about “embracing failure”. This is about why your most spectacular messes might actually be the secret ingredient in your recipe for brilliance, why failure is less about falling flat and more about falling forward, and how one chap named Stewart Carr learned this lesson whilst accidentally setting fire to his reputation (and nearly his kitchen). If you’re an entrepreneur or executive who’s ever wondered whether your failures are building blocks or millstones, pour yourself a decent coffee and settle in.
Five Key Takeaways
- Failure is just data, not unavoidable destiny – Every spectacular flop is essentially expensive market research you didn’t know you were conducting
- Your scars are your credentials – The most trusted leaders aren’t those who’ve never failed, but those who’ve failed, learned, and lived to tell surprisingly entertaining tales about it
- Refinement requires friction – Diamonds are formed under pressure, and so are are exceptional humans
- Vulnerability can be magnetic – Your willingness to acknowledge failure makes you infinitely more relatable than your highlight reel ever could
- The best stories come from the worst moments – Your future dinner party anecdotes are currently masquerading as your present-day disasters
Introduction: The Surprising Truth About Success
Here’s something they don’t mention in business school: success is rather like trying to assemble flat-pack furniture without instructions whilst wearing oven mitts. Messy. Frustrating. Occasionally punctuated by profanity.
We’ve somehow collectively decided that failure is the embarrassing cousin we don’t invite to family gatherings. We airbrush it from our LinkedIn profiles, omit it from our pitches, and certainly don’t discuss it at networking events between the canapés and awkward small talk.
The irony is the most successful entrepreneurs and executives reading this have failed, at least once. Spectacularly. Sometimes repeatedly. Often publicly. The difference isn’t that they avoided failure—it’s that they refused to let failure have the final word. They understood, whether consciously or not, that failure doesn’t define you; it refines you. It’s the kiln that hardens your clay, the fire that tempers your steel, the absolutely dreadful first draft that eventually becomes a masterpiece.
And nowhere was this truth more viscerally demonstrated than in the cautionary, hilarious, ultimately redemptive tale of Stewart Carr.
The Ballad of Stewart Carr: How One Man’s Kitchen Catastrophe Became His Greatest Teacher
Stewart Carr arrived at my storytelling circle on a drizzly Thursday evening looking like a man who’d recently been chewed up by life and spat out into a puddle. His handshake was limp, his smile apologetic, and when he spoke, his voice carried the particular exhaustion of someone who’d stopped believing in himself, approximately six months earlier.
“I’ve failed,” he announced to our intimate group of eight, seated in the warm amber glow of my study. The radiator clanked sympathetically. Rain tapped against the window like a metronome marking time. “Catastrophically, publicly, and the presence of several witnesses.”
The room leaned in. Because here’s what I’ve learned from years of facilitating these circles: everyone loves a good disaster story, particularly one with the promise of redemption lurking somewhere in act three.
Stewart had been a chef. Not just any chef—the kind of chef whose name people whispered reverently, whose restaurant reservation list stretched months into the future, whose signature dish (a deconstructed beef Wellington with truffle foam and the tears of angels, or something equally poncy) had food critics composing sonnets.
Then came The Implosion.
A prominent food critic, notorious for his savage reviews and peculiar fondness for spotted bow ties, had booked a table. Stewart, confident to the point of hubris, decided to debut an entirely new dish. Live. During service. On the busiest Saturday night of the year.
“I wanted to prove something,” Stewart told us, his fingers worrying the edge of his jumper. The scent of someone’s perfume drifted through the room, mixing with the rich aroma of the Earl Grey tea I’d served. “I wanted to show everyone I was still innovating, still relevant, still…”
“Still afraid of being ordinary?” someone offered gently.
Stewart nodded, his eyes suddenly bright with unshed tears.
The dish was an ambitious molecular gastronomy creation involving liquid nitrogen, edible flowers, and what Stewart described as “a symphony of textures that would redefine modern British cuisine.” What it actually became was a smoking, hissing disaster that resembled something you’d find at a particularly aggressive science experiment gone wrong.
The nitrogen created an unexpected reaction. Smoke billowed. The fire alarm shrieked. Sprinklers activated. Diners screamed. The bow-tied critic sat motionless, soup dripping from his spectacles, looking like a malevolent, soggy owl.
“I could feel it all crumbling,” Stewart said, his voice barely above a whisper. “Twenty years of reputation, melting like ice cream on a hot pavement.”
The review, published the following Wednesday, was brutal. The headline read: “Stewart Carr Serves Disaster with a Side of Hubris.” The restaurant emptied. Bookings evaporated. Staff left. Within three months, Stewart had closed his doors, sold his equipment, and found himself working prep shifts at a pub, chopping onions and questioning every decision that had led him to this moment.
“I’d lie awake at night,” he continued, “feeling the weight of it. The failure felt like it had become my identity. I wasn’t Stewart Carr, chef. I was Stewart Carr, the bloke who destroyed his own career with liquid nitrogen and delusions of grandeur.”
But here’s where the story pivots, where the taste of bitter disappointment begins to transform into something richer, more complex.
One evening, whilst mechanically julienning carrots in the pub kitchen, Stewart overheard a young chef talking about a dream of opening her own place. The excitement in her voice, the raw hope, reminded Stewart of himself two decades prior. And something shifted.
“I realised,” he told our circle, his voice gaining strength, “that the failure hadn’t destroyed me. It had just… stripped away all the artifice. The ego. The need to prove something. And underneath all that rubbish was the actual reason I’d become a chef in the first place.”
Stewart began mentoring that young chef. Then another. He started teaching cooking classes from his tiny flat kitchen, the smell of roasting garlic and fresh bread becoming his new signature. He wrote about failure, about hubris, about the journey from devastation to discovery. His vulnerability resonated. People listened.
“The failure didn’t define me,” Stewart said, looking around at our group, his eyes clear now, present. “It refined me. It burned away everything that wasn’t essential and left behind something… truer. Smaller, perhaps. But infinitely more valuable.”
When Stewart finished his story, the room sat in profound silence. The rain had stopped. Someone’s teacup clinked softly against a saucer. And I watched as eight people sat with the recognition that their own failures, their own spectacular disasters, might not be endings at all.
They might be beginnings.
Transforming Lead Into Gold
Failure isn’t comfortable. It’s not meant to be. It’s the universe’s rather aggressive way of providing feedback, like a particularly honest friend who tells you those trousers really don’t suit you.
But here’s what makes failure valuable: it’s information. Pure, unfiltered, occasionally devastating information about what doesn’t work. And in a world where most feedback is filtered through politeness, hierarchy, and fear of lawsuits, failure is bracingly honest.
Failure reveals your assumptions. Every failure contains within it a hidden assumption that proved incorrect. You assumed the market wanted your product. You assumed your team was aligned. You assumed liquid nitrogen behaved predictably. (It doesn’t.) When you fail, you get to excavate those assumptions and examine them in the harsh light of reality.
Failure tests your resilience. Success, frankly, teaches you very little about yourself. It’s pleasant, certainly, but it’s failure that reveals whether you’re built from steel or papier-mâché. And here’s the secret: you’re probably built from both, which is perfectly fine. The steel keeps you standing; the papier-mâché keeps you human.
Failure creates empathy. Once you’ve failed publicly, you develop an almost supernatural ability to empathise with others facing similar challenges. Your previous judgement (“Why didn’t they just…?”) transforms into compassion (“Ah yes, I remember when I thought I had all the answers too”).
Failure is the prerequisite for innovation. Every breakthrough innovation is surrounded by a graveyard of failed attempts. Edison famously failed thousands of times before the light bulb worked. The difference between innovators and everyone else isn’t that innovators don’t fail, it’s that they fail faster, learn quicker, and refuse to interpret failure as a full stop.
The entrepreneurs and executives who truly excel aren’t those with unblemished records. They’re the ones who’ve learned to metabolise failure, to extract the nutrients from it whilst discarding the toxins. They’re the ones who understand that refinement is an active process, not a passive state.
Further Reading: Three Unconventional Books About Failure
1. “The Gift of Failure” by Jessica Lahey Whilst ostensibly about parenting and education, Lahey’s book offers profound insights into how our relationship with failure shapes our capacity for growth. I’ve recommended this to countless executives who discover that their fear of failure often traces back to how mistakes were handled in their childhood. It’s a gentle reminder that learning to fail well is perhaps the most important skill we never formally teach.
2. “Mismatch: How Inclusion Shapes Design” by Kat Holmes This brilliant exploration of inclusive design demonstrates how our “failures” to serve certain populations have led to innovations that benefit everyone. Holmes shows that what we perceive as failures are often just mismatches between our solutions and the actual needs of diverse users. It’s a paradigm-shifting read that transforms how you think about setbacks in product development and leadership.
3. “The Art of Possibility” by Rosamund Stone Zander and Benjamin Zander The Zanders’ masterpiece doesn’t explicitly focus on failure, but it revolutionises how you frame challenges. Their concept of “giving yourself an A” and working backwards transforms failure from a verdict into a learning opportunity. It’s written with such warmth and wisdom that you’ll find yourself rereading passages and scribbling in the margins like an enthusiastic undergraduate.
A Voice from A Circle
“Before joining the storytelling circles, I couldn’t even speak about my business failure without my voice shaking. I’d spent two years avoiding networking events, turning down speaking opportunities, convinced that everyone saw me as ‘that woman who lost everything.’ Through sharing stories in this safe, warm community, I learned that my failure wasn’t a scarlet letter—it was a badge of courage. The way the facilitator held space for all our messy, complicated stories showed me that vulnerability isn’t weakness; it’s connection. Six months later, I launched a new venture, but this time with the wisdom that only failure can teach. The storytelling circle didn’t just help me process my past; it gave me permission to build a different future.” — Rebecca T., Former CEO turned Social Enterprise Founder
Five Razor-Sharp FAQs
Q: How do I know whether to persist through failure or pivot away from a failing venture? A: The distinction lies in whether you’re learning or merely suffering. If each failure reveals new insights, adjusts your approach, and moves you closer to understanding what works, persist. If you’re repeating the same mistakes whilst hoping for different results, that’s not persistence—that’s stubbornness wearing a motivational disguise. Ask yourself: “What has this most recent failure taught me?” If you can articulate clear lessons, you’re refining. If you’re just accumulating scars without wisdom, it might be time to pivot.
Q: How can I reframe failure for my team without appearing tone-deaf to their genuine struggles? A: Acknowledge the pain first, always. Don’t rush to the silver lining whilst people are still processing the disappointment. Say something like: “This is genuinely difficult, and I’m not going to pretend otherwise. Let’s sit with this for a moment.” Then, once emotions have been honoured, invite collective learning: “When we’re ready, let’s explore what this teaches us.” The key is sequencing—feel first, learn second.
Q: I’ve failed so many times that I’m starting to wonder if I’m simply not cut out for entrepreneurship. How do I distinguish between healthy persistence and delusional optimism? A: Delusional optimism ignores feedback; healthy persistence incorporates it. Are you adapting your approach based on what you’re learning? Are trusted advisors seeing progress, even if it’s slower than you’d like? Or are the same people repeatedly warning you about the same issues you’re dismissing? Sometimes the bravest thing isn’t persisting—it’s acknowledging that this particular path isn’t yours and redirecting your considerable talents elsewhere.
Q: How do I discuss past failures in job interviews or pitch meetings without tanking my credibility? A: Frame failure as expensive education. “I learned what doesn’t work in X situation, which saved me from making similar mistakes in Y venture, ultimately leading to Z success.” The pattern is: failure, lesson, application of the lesson, positive outcome. You’re not hiding the failure; you’re demonstrating that you’re someone who extracts value from every experience. Investors and employers aren’t looking for people who’ve never failed—they’re looking for people who fail intelligently.
Q: I’m terrified that my recent failure has permanently damaged my reputation. How do I rebuild trust? A: Transparency, consistency, and time. Own the failure publicly and specifically. Explain what you’ve learned and, crucially, what you’re doing differently. Then demonstrate those changes through consistent action over time. Reputation isn’t rebuilt through explanations; it’s rebuilt through behaviour. Stewart Carr didn’t restore his reputation by explaining his failure—he restored it by mentoring others, teaching, and showing up differently. Trust grows when people watch you walk your talk over extended periods.
Conclusion: Failure is Your Forge
Here’s the truth that every successful entrepreneur and executive eventually discovers: the person you’re becoming is forged in the fire of your failures, not in the comfort of your successes.
Failure doesn’t define you unless you allow it to be the final chapter of your story. Instead, let it be the plot twist that forces your character development, the obstacle that reveals your resilience, the disaster that strips away everything inauthentic and leaves behind what’s real.
Stewart Carr’s kitchen catastrophe didn’t end his career—it ended a version of his career that was built on ego rather than substance. What emerged from those ashes was something more valuable: authenticity, humility, and purpose.
Your failures are doing the same work right now, whether you recognise it or not. They’re refining you. They’re removing the impurities, testing your alloys, revealing what you’re truly made of.
So the next time failure comes knocking—and it will, because that’s the price of doing anything worthwhile—don’t slam the door. Invite it in for tea. Ask it what it’s trying to teach you. Listen carefully. Then use that hard-won wisdom to build something better, truer, more aligned with who you’re becoming.
Because you’re not defined by how many times you fall. You’re defined by what you do with the mud on your face when you stand back up.
Failure and Your Life Purpose
Discovering your purpose isn’t about having all the answers, it’s about asking better questions. The Purpose Protocols are my comprehensive online programs designed for entrepreneurs and executives who are ready to transform their relationship with failure, success, and the messy, magnificent journey between the two.
Through a carefully crafted blend of storytelling exercises, reflective practices, and community connection, you’ll learn to articulate your authentic purpose and align your professional life with your deepest values. We explore the stories that have shaped you (including, yes, your failures), excavate the beliefs holding you back, and create a roadmap towards work that genuinely matters.
Whether you’re rebuilding after a setback or simply sensing there’s more to your professional life than what you’re currently experiencing, the Purpose Protocols offer a thoughtful, warm-hearted path forward.
Because your story isn’t finished yet. And the best chapters? They’re often written after the plot twists you never saw coming.

The Purpose Pursuit Protocol – if you want to discover your life purpose, this course will provide you with the clarity, motivation and direction you need to manifest your next chapter – in both your personal and professional life. Get immediate access

The Purpose Pivot Protocol – drawing inspiration from the Camino de Santiago, this transformative course guides you through a proven framework to recalibrate your authentic purpose and create a meaningful and fulfilling next act. Get immediate access

“I am an experienced medical doctor – MBChB, MRCGP, NLP master pract cert, Transformational Life Coach (dip.) Life Story Coach (cert.) Stress Counselling (cert.) Med Hypnotherapy (dip.) and EAGALA (cert.) I may have an impressive number of letters after my name, and more than three decades of professional experience, but what qualifies me to excel at what I do is my intuitive understanding of my clients’ difficulties and my extensive personal experience of managing major life changes using strategies I developed over many years.” Dr M Montagu

