Last week, I asked, “What do you do when AI gets better than you?” One of the key takeaways from that post was that AI is freeing you up to be more human.
My son (who helped write it) said he wished we used more examples and stories that dealt with “the future of being human” rather than “the future of work”. So, we decided that would be the “seed” idea for this post.
It’s funny, but when I started to gather my thoughts about it ... I felt a rush of emotions.
Emotions and Logic
Emotions have frustratingly little to do with logic. Humans are driven by impulse and often by those that don’t represent our best nature. History shows that we’re driven by fear, greed, scarcity, and self-preservation. And, truthfully, that’s all “human”. But humans are also beautiful, meaning-making machines ... and throughout our often messy history, we’ve done amazing things and somehow survived.
Appreciating Life
Watching my father die was a catalyst for me to appreciate life and living more than I did. I gave a TEDx talk about that and wrote articles about the time value of a life worth living. At the end of his life, it was clear that he appreciated things more (a family dinner, a kiss goodbye, the beauty of a sunset) and that he would have done almost anything for more time. Two hidden gifts came from that “scarcity”. The first gift was recognizing that we got to choose how much more “life” we got out of the last part of my dad’s life. The second gift was realizing that you don’t have to wait for the end of life to “live like you only have a year left”.
Final Goodbye
I have another memory from his deathbed as well. He had been out of it for a while, and I was worried that I wouldn’t get a chance to say a final goodbye and to tell him how much I loved him. Luckily, he woke up, and we had a few final lucid moments together. He looked me straight in the eyes, told me how much he loved me, and then with a touch of humor said, “Okay, so tell me how this relates to Veritas ...” which was the original name of the company I was running at that time. His final message to me was a reminder that life is not really about work.
Looking Beyond Work
Transparently, I still look at the world through a lens and filter that too often focuses on work. Yet I also recognize and strive to pay attention to the deeper meanings beyond that.
Getting back to the point of the article, it is easy to see how AI relates to work ... yet, it might be more important to consider how AI is going to affect the rest of your life.

In the last article, we discussed how Lee Sedol, one of the world’s top Go players, retired after losing to AlphaGo. When asked about it, Lee said, “Losing to AI, in a sense, meant my entire world was collapsing.” He also explained, “I could no longer enjoy the game. So, I retired.”
While it’s certainly his right to retire, I think it might have been the wrong choice ... or, at least, not what I would have done in that situation.
If playing Go was his passion, it might have been better for him to change how he “keeps score” to focus on his progress, rather than the distance between him and what AI could do.
As long as you believe you can get better (and have hope for continued improvements), there are many ways to leverage the capabilities and opportunities that come from that.
Many people engage in sports or games even though they know they won’t become the greatest of all time. The same is true for almost any hobby or pursuit (whether it’s in art, literature, philosophy, craftsmanship, or other fields). There will always be someone or something that can do it better, faster, or more efficiently. However, that shouldn’t be the sole determinant of whether you get joy or energy from pursuing a path of getting better at what you want to excel at.
One of my core beliefs is that the changes coming to the world will free us up to be more human. That means we have to choose what to pursue.
What’s more human than pursuing something difficult?
The Beauty of Passion
In a world increasingly shaped by AI’s precision and efficiency, choosing to do something purely out of passion becomes a powerful act of self-expression. When a machine can paint more photorealistically or compose music with perfect mathematical harmony, human creativity finds new purpose not in competing, but in conveying emotion, imperfection, and lived experience.

As we focus on growing businesses and changing the world, I think it’s easy to lose sight of the passion that first got us into business.
I do the research and write this newsletter, not because I expect it to make me a ton of money, or because AI can’t do it ... but because I enjoy it, and it’s almost like meditation for me.
My son plays rugby despite enduring countless injuries, significant financial cost, and realizing that it takes increasing amounts of his time to stay competitive. From a logical standpoint, it makes almost no sense for him to spend scarce resources or risk such extreme bodily harm in his 30s. But he’s passionate about rugby, enjoys playing it, and recognizes how it improves other parts of his life. It is an excellent example of the time value of a life worth living. He made a conscious choice that this is what it takes to be, do, and have what he values most.
The Power of Fun
Artificial Intelligence is probably better than you at poker ... does that mean you shouldn’t have some friends over and try to win their money?
Does it mean you shouldn’t try to learn a new instrument or write a book?
We often undervalue fun because it doesn’t always produce measurable outcomes, but fun is not frivolous. It’s how we bond, relax, and explore parts of ourselves we can’t access through obligation or structure.
We intrinsically understand this. You don’t worry about being the best when you’re playing pick-up basketball or throwing a football with your son. You’re focused on creating memories and having fun.
Joy doesn’t need justification.
Striving To Be The Best
Ultimately, you have to be willing to lose to be the best. In every pursuit, there will always be someone ahead of you. Whether it’s a faster runner, a sharper mind, or a newer technology, I want to be the man in the arena.
It is not the critic who counts; not the man who points out how the strong man stumbles, or where the doer of deeds could have done them better. The credit belongs to the man who is actually in the arena, whose face is marred by dust and sweat and blood; who strives valiantly; who errs, who comes short again and again, because there is no effort without error and shortcoming; but who does actually strive to do the deeds; who knows the great enthusiasms, the great devotions; who spends himself in a worthy cause; who at the best knows in the end the triumph of high achievement, and who at the worst, if he fails, at least fails while daring greatly, so that his place shall never be with those cold and timid souls who neither know victory nor defeat. - Theodore Roosevelt, Citizenship in a Republic
The point has never been to be the best at everything ... but to strive for your best.
I’ve always believed the game isn’t over until I win, not because I can’t lose, but because the belief empowers me to get back up again.
Being second best — or tenth, or just a beginner — doesn’t diminish your effort; it validates it. The climb matters, even if you never reach the summit. Humans are wired for persistence and purpose, not perfection.
Humanity got where we are today because people weren’t happy with the status quo. They pursued greatness and innovation. Sometimes, what seems like failure ends up being the most significant success.
AI is an incredible opportunity. It’s an opportunity to increase your productivity, to transform your business, and to redefine industries. It’s also an invitation to redefine your future and how you spend time. You can use it as an excuse to get smaller or bigger ... the power is in your perspective.
Hope that helps.
Is Luck Something You Create?
This article explores the fine line between luck and skill in business, trading, and life. You’ll learn why success often comes from preparation and adaptability—not just fortunate timing—and discover actionable strategies for identifying and nurturing genuine skill in any competitive arena.
Picture a trader making millions in a raging bull market. Are they a genius, or just riding a wave of market luck? Now, picture yourself in their shoes. How do you know if tomorrow’s market crash will expose a lack of skill or confirm your edge?
Distinguishing luck from skill isn’t just a Wall Street problem—it’s the secret sauce behind enduring careers, resilient businesses, and long-term success stories everywhere.
Introduction: The Illusion of Streaks
Imagine achieving an unbroken streak of successes—so improbable that it seems almost magical. Was it raw talent, or was the universe simply smiling on you?
It’s human nature to believe it was your skill.
Now, imagine someone else achieved that streak. It is comforting to attribute some of that to luck.
What about a series of coin flips that land on heads twenty-five times in a row? Was that lucky, or have you discovered a new law of probability?
Easy, that was just luck.
This highlights a common trap known as confirmation bias: when things go well, we tend to attribute our success to our skill; when they don’t, we blame it on bad luck. Recognizing this bias is essential if we want to improve; otherwise, we risk falling into blind spots that prevent us from learning.
In 2016, I wrote an article about differentiating between luck and skill in trading. Those concepts seem even more relevant today as I spend more time talking with entrepreneurs and AI enthusiasts.
The Psychology of Success: Luck, Skill, and the Illusion of Mastery
Luck comes in many flavors. Most people prefer good luck to bad luck.
Focusing on the good, there are many lucky individuals in the business world. Perhaps they made a good decision at the right time – and are now on top of the world. Luck isn’t a bad thing — but building your entire strategy around it is a risky bet for lasting success. Why? Because you might get lucky once, but it’s unlikely you’ll get lucky every time.
As the saying goes, luck favors the prepared mind—especially those capable of discerning where skill ends and luck begins.
The Coin Flipping Contest: A Case Study in Probability
Suppose you followed the contest from beginning to end. As you approached the Championship Round, can you imagine the Finalists doing articles or interviews about how their mindfulness practice gives them an edge ... or, how the law of attraction was the secret.... or, how the power of prayer makes all the difference.
Occam’s Razor often applies: the best explanation is usually the simplest—someone had to win, and this time, it was luck, not mastery.
In any competition, someone will always win, but that doesn’t mean the winner is always the most skilled.
Luck isn’t just in trading or tech. Think of sports — sometimes, a championship hinges on a referee’s call or an unexpected bounce, not just one team’s superior skill. In music, countless talented musicians remain undiscovered, while some viral videos catapult their creators into overnight stardom. That’s the unpredictable role of luck at work in every field.
Warren Buffett once remarked: ‘It’s only when the tide goes out that you discover who’s been swimming naked.’ Success in a favorable market can look like skill — but only real skill endures when times get tough.
Likewise, just because a product or business generates revenue doesn’t necessarily prove it has a competitive edge. Every day, countless new AI-based apps are released. Many make money, some even become popular, but how many of them will still be here 5 years from now? Often, the businesses that are doing the best aren’t actually the ones providing the best service; they’re the ones with the best marketing & the most luck.
Lessons from Dot-Coms and Startups
Remember the dot-com era in the late ’90s? For every Amazon or Google that survived, hundreds like Pets.com and Webvan didn’t. Success often wasn’t about being the best; it was about timing, adaptability—and, sometimes, pure luck.
Focusing solely on current profitability can mean you might have a genuine edge—or you might have simply experienced a streak of good luck. If it isn’t just a matter of winning, how do we determine if we’re skillful? In trading, we refer to this as “Alpha” — the measure of a strategy’s returns attributable to genuine skill, rather than market trends or lucky breaks. Thus, the search for alpha is the search for clues that help identify systems with an edge (or at least an edge in certain market conditions).
Unfortunately, I cannot provide you with a single rule to follow in distinguishing between skill and luck. Still, it’s much easier to find the answer if you actively seek to differentiate between the two. Recognizing whether preparation or fortune played the bigger part requires conscious, continuous examination.
The reality is that most situations aren’t as purely luck-based as a coin-flipping contest. Many people appear lucky because they put themselves in the right situations and did the gritty work behind the scenes to prepare themselves for opportunities.
Do You Really Have an Edge? Validation Matters
That’s where skill (and the ability to filter out bad opportunities) comes in.
Internally, we’ve built validation protocols to help filter out systems that got lucky or those that cannot replicate their results on unseen data.
It is exciting as we solve more of the bits and pieces of this puzzle.
What we have learned is that one of the secrets to long-term success is (unsurprisingly) adaptability.
What that looks like for us is a library of systems ready to respond to any market condition — and a focus on improving our ability to select the systems that are “in-phase dynamically”. The secret isn’t predicting the future, but responding faster — and more reliably — to changing environments.
From a business perspective, this means being willing to adapt to and adopt new technologies without losing sight of a bigger ‘why,’ as we discussed in this article.
A Practical Example
When we first wrote about this, one of Capitalogix’s advisors wrote back to confirm their understanding of the coin-flipping analogy.
Well, that is correct. If we were developing coin-flipping agents, that would be as far as we could go. However, we are in luck because our trading “problem” has an extra dimension, which makes it possible to filter out some of the “lucky” trading systems.
Determining Which are the Best Systems.
There are several ways to determine whether a trading system has a persistent edge. For example, we can examine the market returns during the trading period and compare them with the trading results. This is significant because many systems have either a long or short bias. That means even if a system does not have an edge, it would be more likely to turn a profit when its bias aligns with the market. You can try to correct that bias using math and statistical magic to determine whether the system has a predictive edge. It Is a Lot Simpler Than It Sounds.
Imagine a system that picks trades based on a roulette spin. Instead of numbers or colors, the wheel is filled with “Go Long” and “Go Short” selections. As long as the choices are balanced, the system is random. But what if the roulette wheel had more opportunities for “long” selections than “short” selections?
This random system would appear to be “in-phase” whenever the market is in an uptrend. But does it have an edge?
One Way To Calculate Whether You Have An Edge.
Let’s say that you test a particular trading system on hourly bars of the S&P 500 Index from January 2000 until today.
According to the law of large numbers, in the case of the “roulette” system illustrated above, correcting for bias this way, the P&L of random systems would end up close to zero … while systems with real predictive power would be left with significant residual profits after the bias correction. While the math isn’t complicated, the process is still challenging because it requires substantial resources to crunch that many numbers for hundreds of thousands of Bots. Luckily, RAM, CPU cycles, and disk space continue to become cheaper and more powerful.
If your success can’t be replicated with new data, it may have been luck all along.
Conclusion: Tipping the Odds In Your Favor
Anyone can tally a win-loss column; far fewer can tell whether it was smarts, skill, or serendipity that made the difference. This is where rigorous analysis becomes invaluable.
Obviously, luck and skill affect every aspect of experience (from adopting technology, starting a business, transitioning from a product-based to a platform-based business model, or countless other scenarios).
In most situations, the secret is to determine what data is relevant to your industry, as well as what data you’re creating. Figure out how to analyze it. Figure out how to do that consistently, autonomously, and efficiently. Then ... test.
It’s not sexy, and it’s not complicated.
We live in a ready, fire, aim era. The speed of innovation is staggering, and the capital and energy required to create an app or start a business are at an all-time low. A bias for action is powerful.
Luck and a bias for action will take you further than most - but it still won’t take you far enough.
If you want to explore this topic further, consider reading “Fooled by Randomness” by Nassim Nicholas Taleb or “Thinking, Fast and Slow” by Daniel Kahneman. Both offer deeper insights into the psychology of luck and skill in markets and life.
Staying Honest
To conclude, I’ll leave you with a question...
If you’re reading this, you’ve almost certainly been lucky and skillful. Take a minute to list at least one thing you attribute to luck — and one to skill — in your career and life. With that in mind, what could you do differently in the future to tip the odds in your favor?
Try this, too: Next time you celebrate a big win, ask: Did I make my own luck, or did I simply wait for it to strike? In the end, the real edge belongs to those who learn to prepare, adapt — and still stay humble enough to know when fortune lent a hand.
Posted at 09:42 PM in Business, Current Affairs, Games, Ideas, Market Commentary, Science, Trading, Trading Tools | Permalink | Comments (0)
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