Theodorus Ibn Warqa is a figure in Nassim Taleb’s book.
CiteSkin in the Game: Hidden Asymmetries in Daily Life
One person, your cousin Theodorus Ibn Warqa, goes to the casino a hundred days in a row, starting with a set amount. On day 28 cousin Theodorus Ibn Warqa is bust. Will there be day 29? No. He has hit an uncle point; there is no game no more.No matter how good or alert your cousin Theodorus Ibn Warqa is, you can safely calculate that he has a 100 percent probability of eventually going bust.
At first glance, the name seems like Taleb being Taleb: a playful and erudite dude. But the deeper I dig, the clearer it becomes that this isn’t just showing off. The name is carefully crafted.
I apologize for mumbling Mr. Taleb is showing off…
It seems like Theodorus Ibn Warqa is a composite of 2 tragic figures, Theodorus and Warqa where the “Ibn”ابن refers to “son of” in Arabic . Therefore, we have this equation
Oh, poor cousin, you are blessed with tragedy.
Theodorus is the brother of the Byzantine Emperor Heraclius and he died in the battle against Arab invaders in 633 CE. The defeat cost the empire Roman Syria, Mesopotamia, Armenia and Egypt - losses that were irreversible.
Remark
Whether Theodorus was died in the battle, the historians have different views. In Taleb’s view, Theodorus was died, i.e. a metaphor to tradgy.

Warqa is the doomed lover from the Arabic love story Varka and Golshah. Warqa’s efforts to marry his beloved end in mutual ruin, Warqa died of grief giving up on marrying Golsha and Golshah died of grief in Warqa’s grave.

If Theodorus and Warqa both end in tragedy, what does it mean to the cousin Theodorus Ibn Warqa, the “Pro Max” descendant? Let’s get back to Taleb’s core idea.
What Taleb highlights is a concept called ergodicity - the difference between group probabilities and individual fate. Consider:
- Ensemble probability. If 100 people gamble once, some may win and some lose.
- Time probability. If one person gambles 100 times, they WILL go bankrupt on day .
Now let’s grasp the idea intuitively. The following is an ergodic system - you are granted to traverse the whole system.
Let’s imagine a coin-tossing game with 100 people placing 1 bet each. Each person starts with 💲.100 They bet 💲100 on a fair coin toss. Statistically, there are 50% chance to win and 50% to lose. Mathematically speaking, the outcome would be:
- ~50 people double their money to 💲200.
- ~50 people lose everything 💲0.
But overall, the system appears stable, half succeed, half are ruined.
The following is a non-ergodic system with absorbing barrier. Once you fail and you can’t recover. You are trapped permanently.
This is what the cousin encountered. He starts with 💲100 and bets all his money on 100 consecutive fair coin tosses. In this case, he is doomed. The probability of surviving all 100 bets would be
That’s effectively zero. That’s why he will be ruined on the day . In this case, the ruin is irreversible.

For individuals, survival isn’t about averages. It’s about avoiding irreversible ruin.
- a Byzantine army might statistically recover from territorial losses (ensemble view), but Theodorus, as an individual, cannot.
- a hundred Warqas might have various romantic outcomes (ensemble view), but the singular Warqar is doomed.
Whether is casinos, markets, or life, the lesson is the same: Never confuse what’s possible for a group with what’s survivable for you.
Normally, I would not leave a note at the end of a blog post. But today is special for me.
Feb 28th, 2025.
To Xingxin, Dear You,
You have a bad day, you saw the layoff “Black Swan” coming, yet you can’t hit the pause and reverse button going back all the way to 2022 when everything is still normal. You are no longer the bright-eyed new hire sharing engaging news with your family and friends, enjoying the WLB life style, coding the software you’ve used since you are a student.
Yes, you’re allowed to grieve and recall those memory in Shanghai when everything was back in normal. But when you’re ready, remember:
- Over the last year, you read, you learn, and you realize the importance of independence. You’ve committed to make a change. You are on the right track!
- Losing a job is a brutal teacher, but it’s also a quiet invitation: Now your skin is in a new game!
- The system craved cogs; it spat out a wildcard and you’ve been handed back agency. Now you get to bet on that wildcard - you!
You are not broken. You are being seasoned. And seasons always, always change, so will you.
Let chaos be your crucible.
Let antifragility be your compass.
Reinvent, rebuild, reclaim life’s asymmetry.With love,
Xingxin, The You Who’s Still Here