Serendipity vs. Survivorship Bias – Stop Glorifying the Lucky Exception

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This is Part 2 of my “20 Years of Defending Serendipity” – series

We’ve all heard the story.
The visionary skips a meeting. Walks into the unknown. Follows a gut feeling and his sexual drive. Meets the love of their life. Launches a billion-dollar company. Changes the world. And then, of course, someone writes about it.
We read it. We admire the boldness. We mistake it for truth. And too often, we call it serendipity.
But let’s be honest—what we’re really seeing is survivorship bias in its most seductive form. And it’s time to call it out. That over-romanticized story where Steve Jobs ditches a key business dinner to follow a woman he just saw in the audience, who later becomes his wife? It’s not serendipity. It’s not fate. It’s not even bravery. It’s a 1-in-1000 story that happened to work out.

The 999 other times someone skipped an important meeting to pursue a stranger they felt drawn to? Those stories don’t get told—because they didn’t lead to anything memorable. Or because they led to failure, rejection, or plain embarrassment.

But the silence of those 999 stories doesn’t mean they didn’t exist. It just means we’re not hearing from the people who fell off the radar. The media, motivational speakers, and “serendipity experts” are all busy worshipping the lucky outlier. That’s survivorship bias, plain and simple.
The danger of survivorship bias is that it creates illusions of wisdom. It turns randomness into revelation. It sells luck as strategy. It promotes a culture where we celebrate only those who landed on their feet, and quietly ignore the rest. And in doing so, it erodes the real meaning of serendipity. But when you peel away the success stories, what you’re left with is a pile of unseen failures, misguided instincts, and wishful thinking. All neatly erased from the picture to make room for another TED talk or clickbait headline. We’ve confused rare luck with everyday wisdom. And that’s dangerous—not just for how we understand serendipity, but for how we make decisions, teach young people, and build cultures that value reflection over reaction.

Serendipity isn’t some romantic, hedonistic leap of faith or “follow your bliss” fantasy. It’s a quality of mind, as Robert Merton defined it—a fusion of awareness, sagacity, and good fortune. It involves frequent valuable discoveries, often while seeking something else—not a single impulsive decision that just happened to work. Today, serendipity is being marketed like a lifestyle supplement. It’s become a brand for dreamy risk-taking and glossy “live your truth” narratives.I call it a Hedonistic Hijack of Serendipity

The most illustrative example of  survivorship bias is surely World War II Plane Armor Story – a masterclass in seeing what’s misising During World War II, Allied forces wanted to improve the survival rate of bomber planes returning from missions. Engineers at first began analyzing the bullet holes in the planes that came back, intending to reinforce the parts of the aircraft that had taken the most damage.

Their logic: these areas clearly needed extra armor, since they were frequently hit. But then came Abraham Wald, a statistician working for the classified Statistical Research Group (SRG) in New York. He pointed out the crucial error: they were only looking at the planes that survived. The ones that were hit in other areas—such as the engine, cockpit, or fuel tank—never made it back to be studied. Wald’s insight:

“The bullet holes in the returning planes show you where they can take damage and still survive. The areas with no bullet holes? That’s where a hit is fatal. That’s where you armor.”

By shifting the focus from what was visible to what was missing, Wald exposed the core danger of survivorship bias: you’re drawing conclusions from the survivors and ignoring the invisible failures.

 Let’s not be fooled by the shiny survivor story. The Jester’s job is to reveal the uncomfortable truth beneath the feel-good myth.
So here it is: Serendipity is not a gamble. It’s a habit. And you should therefore respect it!
It’s not about skipping meetings for strangers. It’s about cultivating a mindset that sees the unexpected value in what you were already doing. It’s about frequency, not fantasy.
Let’s stop glorifying the exception and start respecting the subtle art of discovery and prepare a “quality of mind which, through awareness, sagacity, and good fortune, frequently allows one to discover better things than originally sought.”

Just like we focus on the ‘lucky’ Steve Jobs story—where a skipped meeting led to lifelong love—we’re drawn to the “planes that made it home.” We forget to ask:

What about the others? What about the skipped meetings that led to nothing—or worse?

World War II Plane Armor lesson and the over-romanticized INC Magazine article about Job’s love affair apply perfectly how important it is to  truly understand serendipity. You must account for the stories that didn’t make it into the books, the blog posts, or the brand mythology. Survivorship bias is like applauding the tightrope walker halfway across… without noticing the dozens who fell and vanished into the netherworld of forgotten LinkedIn pages and unpaid invoices.

Part 3 of “20 Years of Defending Serendipity” – will be out tomorrow. The intriguing title will be : “Coincidensity Is Not Serendipity – A Note to the Conceptual Dilutionists”

 

 

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Serendipitor

I used to call myself an explorer of life — but over time I’ve realized that my journey is not about exploration. It’s been a series of Peregrinaggios — pilgrimages of the mind and heart. Life is far too sacred to be wandered through as a tourist. Better to travel it as a pilgrim, open to what unfolds, humbled by what reveals itself along the way. Read more

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