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AI Work

The Centaur’s Dilemma: What Chess Teaches Us About the AI Era

Note: this post was stimulated by a recent conversation between Dario Amedei and Ross Douthat.

In 1998, Garry Kasparov did something unexpected after his historic defeat to IBM’s Deep Blue: he teamed up with the machine. He pioneered “Centaur Chess,” a hybrid format where human intuition merges with cold, silicon calculation. The human acts as the executive, the engine as the raw horsepower. For a time, it was the highest level of chess ever played.

But there is a sobering lesson hidden in the evolution of this game. We are currently living through the workforce equivalent of the Centaur era, and history suggests our “hybrid honeymoon” won’t last forever.

Right now, we are in the augmentation phase. A junior copywriter or coder armed with a Large Language Model can suddenly produce work at a staggering pace. The AI acts as a great equalizer, much like a mediocre chess player with a strong engine beating a Grandmaster in the early 2000s. We are shifting into executive roles—prompting, curating, and orchestrating rather than creating from scratch.

However, in modern Centaur Chess, a chilling reality has emerged: human intervention now yields negative returns. The engines have become so impossibly advanced that when a human overrides Stockfish today, they are almost certainly making a mistake. The human loop, once the ultimate strategic advantage, has become a liability.

This is the “Grandmaster Floor” problem, and it is coming for the job market.

“Eventually, companies may view human oversight not as a ‘value add,’ but as an insurance cost they’d rather cut.”

We are seeing this fracture already. Pure “engine” industries—entry-level data analysis, logistical tracking, basic customer support—are rapidly phasing out the human element because human latency is a drag on the system. Yet, in fields requiring high-stakes moral judgment or empathy, like healthcare or law, the Centaur model remains deeply necessary.

This forces a deeply personal question: How do we stay relevant when the engine eventually solves the game?

The answer lies in recognizing the boundaries of the board. Chess is a closed, finite system. Human life and business are open, messy, and infinitely complex. The survival strategy isn’t to compete on calculation, but to double down on connection, empathy, and problem definition. AI is brilliant at providing the perfect answer, but it fundamentally lacks the soul to know which questions are worth asking.

In the future, the human touch won’t just be a necessity; it will be a luxury. The most valuable skill won’t be navigating the engine, but deciding where the engine should go.

A couple of considerations:

• Take an honest look at your daily work: how much of your time is spent “calculating” (tasks an engine will soon do better) versus “evaluating” (deciding what actually matters)?

• If the technical, process-driven aspects of your job were completely automated tomorrow, what uniquely human value—empathy, context, or connection—would you still bring to the table?

Categories
AI Work

The Digital Beast of Burden

A friend of mine recently cut through the noise of the current AI discourse with a comment that felt surprisingly grounding. We were talking about the breathless predictions of AGI—superintelligence, sentient machines, the technological singularity—when he shrugged and said, “I don’t need any of that. I just want AI to do the donkey work.”

He wasn’t asking for a god in the machine; he was asking for a better tractor. He didn’t want a synthetic philosopher to debate the meaning of life; he wanted the next evolution of “Claude Cowork”—a reliable, tireless entity to handle the drudgery so he could get back to the actual business of thinking.

There is something profound in that phrase: donkey work. It evokes the image of the beast of burden—the creature that carries the heavy packs up the mountain so the traveler can focus on the path and the view. For thousands of years, humans have sought tools to offload physical exertion. We domesticated animals, we built water wheels, we invented the steam engine. We outsourced the calorie-burning, back-breaking labor to preserve our bodies.

“The ‘donkey work’ of the information age isn’t hauling stone; it is the cognitive load of bureaucracy, formatting, sorting, scheduling, and synthesizing endless streams of data.”

Now, we are looking to preserve our minds.

The friction that exists between having an idea and executing it is often composed entirely of this “donkey work.” When my friend says he wants AI for this, he isn’t being lazy. He is expressing a desire to reclaim his cognitive bandwidth.

There is a fear that if we hand over these tasks, we become less capable. But I suspect the opposite is true. If you are no longer exhausted by the logistics of your work, you are free to be consumed by the meaning of it.

We often talk about AI as if it’s destined to replace the artist or the architect. But the most valuable version of this technology might just be the humble assistant—the digital mule that quietly processes the mundane in the background. It’s the difference between a tool that tries to be you, and a tool that helps you be you.

We don’t need AGI to solve the human condition. We just need the “donkey work” handled so we have the time and energy to experience it.

What do you think?

  1. Is there a danger that in handing over the “donkey work,” we accidentally hand over the friction required to build mastery?
  2. If your daily cognitive load dropped by 50% tomorrow, would you actually use that space for “higher thinking,” or would you just fill it with more noise?
  3. Where exactly is the line between “drudgery” and the “process”—and are we risking erasing the latter to solve the former?
Categories
AI

The Ghost in the Spreadsheet

There is a specific kind of quiet that descends when a tool finally disappears into the task. We saw it with the cloud—once a radical, debated concept of “someone else’s computer,” now merely the invisible oxygen of the internet. We saw it with Uber, moving from the existential dread of entering a stranger’s car to the thoughtless tap of a screen.

In a recent reflection, Om Malik captures this shift happening again, this time with the loud, often overbearing presence of Artificial Intelligence. For years, we have treated AI like a digital parlor trick or a demanding new guest that requires “prompt engineering” and constant supervision. But as Om notes, the real revolution isn’t found in the chatbots; it’s found in the spreadsheet.

“I wasn’t spending my time crafting elaborate prompts. I was just working. The intelligence was just hovering to help me. Right there, inside the workflow, simply augmenting what I was doing.”

This is the transition from “Frontier AI” to “Embedded Intelligence.” It is the moment technology stops being a destination and starts being a lens. When Om describes using Claude within Excel to model his spending, he isn’t “using AI”—he is just “doing his taxes,” only with a sharper set of eyes.

There is a profound humility in this shift. We are moving away from the “God-in-a-box” phase of AI and into the “Amanuensis” phase. It reminds me of the old craftsmanship of photography, another area Om touches upon. We used to carry a bag full of glass lenses to compensate for the limitations of light and distance. Now, a fixed lens and a bit of intelligent upscaling do the work. The “work” hasn’t changed—the vision of the photographer remains the soul of the image—but the friction has evaporated.

However, as the friction disappears, a new, more haunting question emerges. If the “grunt work” was actually our training ground, what happens when we skip the practice?

“The grunt work was the training. If the grunt work goes away, how do young people learn? They were learning how everything worked… The reliance on automation makes people lose their instincts.”

This is the philosopher’s dilemma in the age of efficiency. When we no longer have to struggle with the cells of a spreadsheet or the blemishes in a darkroom, we save time, but we might lose the “feel” of the fabric. Purpose, after all, is often found in the doing, not just the result.

As AI becomes invisible, we must be careful not to become invisible along with it. The goal of augmented intelligence should not be to replace the human at the center, but to clear the debris so that the human can finally see the horizon. We are entering the era of the “invisible assistant,” and our challenge now is to ensure we still know how to lead.

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AI AI: Large Language Models

The Texture of Autonomy

There is a distinct texture to working with a truly capable person. It is a feeling of relief, specific and profound.

When you hand a project to a junior employee who “gets it,” the mental load doesn’t just decrease; it vanishes. You don’t have to map the territory for them. You don’t have to pre-visualize every stumble or correct every navigational error. You simply point to the destination, and they find their way.

I was thinking about this feeling—this specific brand of professional trust—when I read a recent observation from two partners at Sequoia regarding the current state of Artificial Intelligence:

“Generally intelligent people can work autonomously for hours at a time, making and fixing their mistakes and figuring out what to do next without being told. Generally intelligent agents can do the same thing. This is new.”

The phrase that sticks with me is “without being told.”

For the last forty years, our relationship with computers has been strictly transactional. The computer waits. We command. It executes. Even the most sophisticated algorithms have essentially been waiting for us to hit “Enter.” They are tools, no different in spirit than a very fast abacus or a hyper-efficient typewriter.

But we are crossing a threshold where the software stops waiting.

The definition of intelligence in a workspace isn’t just raw processing power; it is the ability to recover from failure without supervision. It is the capacity to run into a wall, realize you have hit a wall, back up, and look for a door—all while the manager is asleep or working on something else.

When Sequoia notes that “this is new,” they aren’t talking about a feature update. They are talking about a shift in the ontology of our tools. We are moving from an era of leverage (tools that make us faster) to an era of agency (tools that act on our behalf).

This changes the psychological contract between human and machine. If an agent can “figure out what to do next,” we are no longer operators; we are managers. And as anyone who has transitioned from individual contributor to management knows, that is a fundamentally different skill set. It requires clearer intent, better goal-setting, and the ability to trust a process you cannot entirely see.

We are about to find out what it feels like to have a digital colleague that doesn’t just listen, but actually thinks about the next step.

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HDR Photography Lightroom Photography Photomatix Pro Photoshop

A Better Approach to HDR Processing Workflow with Adobe Lightroom

Last year, I wrote a bit about my mid-2011 photography processing workflow. I talked about how, for single-image HDR processing using RAW images, I would open them in Photomatix Pro rather than using Lightroom’s export image capability. I also wrote how, for HDR bracketed images, I did use Lightroom’s export image capability to convert them to JPEGs for processing in PhotoMatix pro.

My friend Doug Kaye has shared his new insights about a better workflow for HDR processing – one that maximizes the dynamic range available for post-processing rather than limits it as the Lightroom export flow automatically does. Be sure to read his insights – along with those of Klaus Herrmann who introduced the notion creating extended EV value images as TIFF files from the original bracketed RAW images in his article “Creating HDR Images the Right Way.” If you have comments for Doug, please share them on his Google+ post.