Good Jokes, Risky Ideas, and a Meeting in the Pub

How Taleb and Žižek would deal with each other?

Bruno Triani
10 min readOct 21, 2024

I’ve always been drawn to thinkers who challenge the way I see things, and in the last few years, two names have stood out to me: Nassim Taleb and Slavoj Žižek. They don’t have much in common on the surface — Taleb is this sharp, risk-focused, mathematical guy, while Žižek is all about humor, contradictions, and provoking people through his philosophical riffs.

But both have led me to rethink much of what I thought I knew. This article isn’t about teaching anyone their ideas but about how they’ve impacted me. It’s divided into three parts:

Nassim Taleb’s Antifragility

Taleb has this way of looking at life through the lens of risk and uncertainty. His ideas on antifragility and how systems can thrive through chaos made me reconsider how I deal with risk and look at the fragility of things around me.

Slavoj Žižek’s Provocative Humor

Žižek, on the other hand, got to me through humor. His way of breaking down ideology through jokes felt like a different kind of philosophy — a way of seeing through the noise by laughing at it. He’s not about giving answers but about opening up new ways of thinking.

A Fictional Pub Encounter

And just for fun, I’ve imagined what it would be like to meet both of them in a pub. How would Taleb’s calm, logical style match Žižek’s chaotic, joke-filled rants? It’s my way of blending these two worlds — risk and humor — into one conversation.

I’m not offering grand conclusions, just sharing how these two thinkers shifted my perspective. I will start with Taleb and how he taught me to see the world through risk and uncertainty.

Nassim Taleb: Antifragile Thinking and the Embrace of Uncertainty

I’ve always been someone who needs structure, a clear reason for every decision. But over time, especially after getting into Taleb’s work, I started to see things differently. Taleb introduced me to the idea of antifragility, and it really shifted my thinking about how we deal with uncertainty. Instead of trying to avoid chaos, Taleb talks about how some systems actually grow stronger through it. Before, I was all about minimizing risk, keeping everything steady. But Taleb pushed me to see that maybe embracing uncertainty could be the way to thrive.

The first idea that got me curious was the barbell strategy. It’s all about balancing something stable with something risky. You don’t go all-in on one or the other. In my life, I’m still working on this — trying to figure out how to apply it practically. You keep part of your life predictable and safe, but you make sure there’s room for bigger swings on the other side. This concept keeps coming up for me, and I’m trying to make it a regular part of how I approach things.

Then there’s the Turkey analogy — simple but effective. The turkey gets fed every day, getting more and more comfortable, thinking everything is fine, until Thanksgiving comes. It’s a reminder that just because things are going smoothly doesn’t mean you should get too relaxed. That image stuck with me because it’s easy to forget how quickly things can change.

One of the most important ideas for me has been skin in the game. Taleb talks about how important it is to be accountable for the risks you take. If you’re going to take risks, you should be the one who faces the consequences — not someone else. I’ve been thinking about this a lot lately, making sure that when I make decisions or suggest something, I’m the one paying the price if things don’t go as planned. It’s easy to talk about beliefs and ideas, but when you have to face the results yourself, it’s a different game.

And finally, there’s the dog and the wolf analogy, which is probably one of Taleb’s most powerful metaphors. It’s about freedom versus comfort. The dog lives a comfortable life, it’s fed every day and taken care of, but it’s not free. The wolf, on the other hand, has freedom but has to hunt every day to survive. It’s not about whether you choose to be the dog or the wolf — both have their trade-offs. It’s about knowing which one you are and understanding what that choice costs you.

These four ideas—the barbell strategy, skin in the game, the Turkey analogy, and the dog and the wolf—have been central to my rethinking of my approach to risk, uncertainty, and decision-making.

Slavoj Žižek: Jokes, Provocations, and Uncomfortable Truths

Slavoj Žižek is someone who can take a joke and turn it into a whole way of looking at the world. It’s not just about being funny; he uses humor to pull back the curtain on the contradictions in politics, ideology, religion, and sexuality. What gets me about Žižek is that he doesn’t try to give answers — he throws out jokes and provocations, and lets the contradictions speak for themselves.

One of his best jokes is about the difference between fascism and Stalinism. Under fascism, the leader stands there and takes the applause, basking in it. Under Stalinism, the leader joins in, acting like he’s just one of the people. It’s a sharp way of showing how power can disguise itself, making it look like the leader is part of the crowd, while still controlling everything. It’s not just about the applause, though — it’s about how systems of power work and how we often don’t question them.

Then there’s his take on sadism and masochism. People think that a sadist and a masochist make the perfect pair — one loves giving pain, the other loves receiving it. But Žižek flips it with a joke where the masochist asks the sadist to hurt him, and the sadist says, “No.” It’s not as simple as we expect. He’s pointing out that these dynamics, whether in relationships or in society, are more complicated than we like to believe. There’s always something else happening under the surface.

Žižek also doesn’t shy away from religion. One of his bolder points is about Christianity and how, in his view, it’s the only religion where God, for a moment, becomes an atheist. He’s referring to the moment on the cross when Jesus says, “My God, my God, why have you forsaken me?” For Žižek, this moment is about the abandonment of the big, overarching authority — the “big Other” — and finding freedom in that moment of loss. It’s provocative, but it cuts right to the core of how he sees faith and freedom intertwined.

And his best shots are at political ideology. Žižek loves pointing out the hidden truths in how we think about freedom. There’s this joke about a man in a communist country complaining about a lack of freedom, only to be told he’s free to complain as much as he likes — he just can’t act on it. It’s a jab at how systems often claim to give us freedom, while keeping the real controls in place. It’s not just about the words they use; it’s about the unspoken rules we all know are there but don’t talk about.

The thing is, Žižek’s jokes are never just jokes. They cut through the noise and point to the contradictions deep in how we live, think, and believe. Whether talking about sexuality, politics, or religion, he’s using humor to get at something real — something we often don’t want to confront head-on. He’s not trying to offer neat solutions. He’s pointing out the absurdities and leaving it to us to deal with the discomfort.

A Night in the Pub with Taleb and Žižek

It’s one of those nights where I’m lucky to be sitting in a pub, watching Nassim Taleb and Slavoj Žižek have one of the most weird and oddly humorous discussions. I don’t say much — just throw in a question or two — because really, I’m here to see these two clash and complement each other in their own way.

We’re a few drinks in when I bring up the topic that seems to animate both of them: risk. “So, you both talk about risk, but I feel like you see it completely differently,” I say. “How do you actually approach it in life?”

Taleb, who’s been swirling his wine, is the first to answer.

“Risk, real risk, is about having skin in the game. People these days want all the upside without any of the downside. It’s why the financial system failed in 2008 — executives made reckless decisions because they weren’t personally accountable. That’s not risk — that’s just exploitation. True risk is about bearing the consequences.”

Žižek, who has been scribbling something on a napkin, immediately jumps in, waving his hands around.

“Yes, yes, but Nassim, what you miss is that risk also involves this strange human desire to create illusions of safety! There’s a joke I love from the Soviet Union: a man walks into a store and asks, ‘You don’t have any meat, right?’ The shopkeeper replies, ‘No, no, here we don’t have any fish. The shop across the street doesn’t have any meat!’”

Žižek slaps the table, laughing.

“You see? The illusion of choice! We think we’re taking risks, but often we’re just choosing between different versions of the same failure. The system is designed to make us think we’re free, when in reality, the real risks are always hidden.”

Taleb smiles slightly but doesn’t let Žižek off that easily.

“I understand the joke, but the real problem is when people avoid confronting the consequences. Freedom, true freedom, is about facing the risks head-on and being prepared to lose something.”

Žižek laughs again, leaning in closer.

“Oh, but that’s exactly it! You’re still thinking in terms of systems and markets! You know what the real freedom is? It’s religious! There’s this old joke about the Pope visiting Jerusalem, and as he steps out onto the balcony, he asks, ‘Why is everyone so excited?’ His aide says, ‘Well, Holy Father, the crowd thinks you’re going to part the waters of the Dead Sea!’ The Pope shrugs and replies, ‘Eh, tell them I’m more comfortable walking on water.’”

Žižek cackles.

“You see? Even the Pope, the symbol of faith, is playing with expectations and illusions. Freedom, Nassim, is recognizing that sometimes the systems we believe in — whether political or religious — are just different ways to avoid the real risks in life.”

Taleb raises an eyebrow.

“That’s interesting, but it doesn’t change the fact that true freedom comes from taking responsibility. You have to be the one to bear the weight of your choices. It’s like the old analogy I love: the dog and the wolf. The dog has a comfortable life, well-fed, safe, but it wears a collar. The wolf is free, has no master, but it has to hunt for survival every day. Freedom is knowing whether you’re the dog or the wolf and being okay with it. You can’t have it both ways.”

Žižek grins, clearly enjoying where this is going.

“Ah, but Nassim, the beauty of the joke is that the wolf and the dog are both trapped! The dog is trapped by comfort, and the wolf is trapped by survival! The real question is, are we ever truly free, or are we just choosing which cage we want to live in?”

He pauses for effect, then adds,

“It’s like after a revolution — you overthrow the regime, but the day after, everyone’s still stuck in the same old mess. The joke of history is that even when we think we’re free, we’re still part of the system.”

I lean forward, intrigued. “So, are you saying we’re always trapped, no matter what?”

Žižek nods, but Taleb jumps in.

“No, that’s the difference between convexity and fragility. You’re only trapped if you refuse to adapt. The wolf may have to hunt, but that makes it antifragile — it gets stronger the more challenges it faces. The dog is fragile because it depends on someone else. You need to design your life in a way that you gain from disorder.”

Žižek waves his hands dismissively.

“Yes, yes, but even antifragility is an illusion in some ways! You know the joke about Lenin, right? During the revolution, a peasant says, ‘Comrade Lenin, now that we have equality, will I be able to eat caviar?’ Lenin replies, ‘No, comrade, but you will no longer be envious when you can’t!’”

Žižek laughs, his eyes twinkling.

“It’s all about perception! You think you’re gaining from disorder, but are you really, or are you just making peace with your limitations?”

Taleb chuckles at that, but you can tell he’s not entirely on board.

“The point is to structure your life so that you benefit from the randomness. You can laugh about it, but when the systems collapse, only those who have real skin in the game will survive. You don’t need to bear inequality— you need to be ready for the consequences of chaos.”

Žižek, still smiling, nods.

“Ah, but Nassim, chaos is the system! Whether you’re in control or not is just part of the joke. In the end, we’re all still part of it, whether we pretend to be wolves or dogs.”

As they continue sparring, I realize that the beauty of their conversation is in how they dance around the same ideas from such different angles. Taleb is always bringing it back to accountability, to consequences. Žižek, on the other hand, is constantly poking fun at the very foundations of those ideas, as if to say, “Yes, but what if the whole game is rigged?”

In the end, as we finish our drinks, I can’t help but think that the truth lies somewhere in the middle, between the lines, hidden in Žižek’s absurd humor and Taleb’s serious logic. Maybe freedom and risk aren’t just concepts to be understood. Maybe they’re jokes — complex, layered, and sometimes, only funny because they’re so true.

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Bruno Triani
Bruno Triani

Written by Bruno Triani

Trying not to get lost in translation between technology and people. linkedin.com/in/bruno-triani

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