Category: Top Posts

How Search Drove Generative AI – A Passage from “The Search”

It’s been fun to go back to Berkeley, where I first taught Journalism more than 20 years ago. I’m leading a seminar on how technology impacts journalism, with a particular focus on AI. The class asks students to read a bit of history – it’s hard to understand where we are if we don’t know how we got here. Search is a big part of that history, so I included a chapter of my first book – The Search – as a reading assignment.

As I prepared for class last week, I dug through my archives and unearthed The Search’s original manuscript. In the first chapter, “The Database of Intentions,” I opine on how search might lead to the development of AI that passes the Turing Test. Written 22 years ago, the passage anticipates the rise of generative AI. I start by drawing a distinction between data that is on our personal machines and data held in the cloud by large technology companies like Google. Then I think out loud a bit about where that all data might take us. Even though the writing is two decades old, it prompts some interesting questions about the moment in which we find ourselves.

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The Feed Declines (Predictions 2026, #10)

Evolve, or die?

At the dawn of digital, when cell phones were new and culture dominated by cable television, most of my friends and family considered me an ‘early adopter.’ I was usually the first of my crew to engage with any new digital device or service – the Mac, email, the web, search, wifi, even nascent social sites like Friendster, Orkut, and LinkedIn. I was one of the very first people on Instagram, back when it was just a photo site. I was the guy friends and family called when they had a computer problem, and later, when their smart phone acted up. It wasn’t that I was particularly adept at coding or solving IT problems. I was just the guy who everyone knew had spent the most time in the digital world. You know, the Wired guy.

For nearly three decades, I stayed current with all things digital. But about ten years ago, I started pulling back. At first it was more of a vibe – I didn’t like how the digital world was starting to feel. Insistent, needy, demanding. I’d worked for most of my life inside digital spaces, but before the web went world wide, digital was more of a solo act. You, the “user,” were in charge. You decided which applications to pay attention to, which documents to read or write, which sites to visit. That was starting to change, and it didn’t feel right.

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Get Wired: The Launch (1992-93)

The launch issue of Wired.

(continuation of a previous post)

If you ever have a hit on your hands, my advice is to take notes. Living in the whirlwind of blinding success is a little like experiencing your own wedding – everyone tells you to enjoy it, to remember every detail. But decades later, all you can recall is leaving the reception, relieved that everyone seemed to have a good time. 

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How Google Can Win the Future

[Second in a series, first post here]

This past week, Wall Street caught up with the rest of us and realized that Google has lost its monopoly grip on search. The trigger wasn’t Google losing an anti-trust case – that happened last summer. Nor was it the first ten days of Google’s ongoing search remedies trial. Instead, it was a statement just two days ago by an Apple executive, Eddie Cue, which led to an almost instantaneous panic amongst investors.

Cue told the court that consumers’ preference for using AI agents had led to a decline in search traffic inside Apple’s Safari browser (Google pays Apple more than $20 billion a year to secure that traffic – a major focal point of the government’s case).

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Predictions 2025: Tech Takes the Power Position

Look, I’m not much of an AI image-generation prompt writer.

This isn’t going to be a normal year.

2025 will be strange, frenetic, and full of surprises, particularly for those of us who watch tech closely. We’re not accustomed to the tech industry having this much raw power. The finance industry? Sure. For decades, we watched leaders from Goldman rotate through every administration’s cabinet and economic team, and we got used to it. But this year, for the first time ever, Big Tech has leap-frogged finance in the pantheon of political influence. And while the finance bros have a reliable and predictable ideology – capital is king – the subset of Big Tech bros who’ve bought their way into the Oval are evangelists for an untested and downright strange brand of magical thinking best summed up as “techno optimism.” The sophomoric claptrap underpinning Andreessen and Musk’s approach to politics may not be representative of the tech industry overall, but for better or for worse, 2025 is going to be the year when the loudest voices in the room are all adherents of the Great Man Theory, and they all happen to have direct access to the Oval Office.

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The Tragedy of Generative AI 

Yes, I have no patience for perfecting image prompts using AI.

Listen up, tech oligarchs; lend an ear, simpering brohanions. We’re doing this generative AI thing all wrong, and if you continue down your current path, your house of cards will fall, leaving all of us wanting, but most importantly, leaving you out of power. And given that you value power over all else, it strikes me it might be in your own self interest to consider an alternate path. 

Here’s the problem: you’ve managed to convince nearly all of us that sometime real soon, generative AI will deliver us powerful services that will automate nearly every difficult and/or deadly boring task we currently have to perform. From booking complex yet perfectly priced itineraries to delivering personalized health diagnoses that vastly outperform even the most cogent physician, your AI agents have us starstruck, bedazzled, and breath-baited.* 

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Vint Cerf: Maybe We Need an Internet Driver’s License

Vint Cerf is one of the most recognizable figures in the pantheon of Internet stardom – and as he enters his ninth decade of a remarkable life, one of its most accomplished. I had the honor of interviewing Dr. Cerf last month as part of the “Rebooting Democracy in the Age of AI” lecture series hosted by the Burnes Center for Social Change at Northeastern University. The conversation also served as the kick-off to my own Burnes Center lecture series, “The Internet We Deserve” where I’ll talk with notable business, policy, technology and academic leaders central to the creation of the Internet as we know it today (last week I spoke with Larry Lessig). 

Universally recognized as one of “the fathers of the Internet,” Cerf’s many awards include the National Medal of Technology, the Turing Award, the Presidential Medal of Freedom, the Marconi Prize, and membership in the National Academy of Engineering. Dr. Cerf received his PhD from UCLA, where he worked in the famous lab that built the first nodes of what later became known as the Internet. He has worked at IBM, DARPA, MCI, JPL, and is now Chief Internet Evangelist at Google. Cerf has chaired, formed, and participated in countless working groups, governing bodies, and scientific, technological, and academic organizations. 

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Predictions 2024: It’s All About The Data

Let’s talk 2024.

2023 was a down year on the predictions front, but at least I’ve learned to sidestep distractions like Trump, crypto, and Musk. If I can avoid talking about the joys of the upcoming election and/or the politics of Silicon Valley billionaires,  I’m optimistic I’ll return to form. As always, I am going to write this post with no prep and in one stream-of-conscious sitting. Let’s get to it.

  1. The AI party takes a pause. The technology industry – and by this point, the entire capitalist experiment – is addicted to boom and bust cycles and riddled with blinkered optimism. In 2023 we allowed ourselves to dream of AI genies; we imagined trillions in future economic gains, we invested as if those gains were a certainty. In 2024, we’ll wake up and realize – as we did with the web in the early 2000s – that there’s a lot of hard work to do before our dreams become a reality. I’m not predicting an AI crash – but rather a period of digestion, with a possible side of Tums. Corporations will find their initial pilots less impactful than they hoped, and when told of the sums they must spend to course correct, insist on cutting back. Consumers will become accustomed to genAI’s outputs and begin to rethink their $20 a month subscriptions. Growth will slow, though it will not stagnate. Regulators around the world will take the year to move past Terminator nightmares and into the hard work of deeply understanding AI’s societal impact. IP holders – artists, newspapers, craftspeople – will press their lawsuits and infuse the market with uncertainty and hesitancy. In short, society will take a pause that refreshes. And that will be a good thing.
  2. But Progress Continues… It may feel like a pause, but below the tech media scorekeeping narrative, a growing ecosystem of AI startups will make important strides in areas that will matter beyond 2024. AI is driven by data, and as a society we’re not particularly good at structuring, governing, or sharing data. It makes sense that big companies with access to unholy amounts of structured data pioneered the AI era. (Of course, if you’re not a big company, and you want access to massive amounts of data, it helps to just take it without asking permission). But the AI-driven startups that will make waves in 2024 will do so by structuring discrete chunks of valuable information on behalf of very specific customers. It won’t make many headlines, but taken collectively, it’s this kind of work that will lay the groundwork for AI becoming truly magical. Read More
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Grading my 2023 Predictions: The Batting Average Dips

Well that was one hell of a year.

As I do each December, it’s time to grade my own homework. And the past twelve months certainly started out well. But unless a certain fascistic presidential candidate has a change of heart in the next few days (he won’t), I’m afraid I didn’t break .500 this year (last year I was smokin’ hot, I must say).

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Digital Is Killing Serendipity

The buildings are the same, but the information landscape has changed, dramatically.

Today I’m going to write about the college course booklet, an artifact of another time. I hope along the way we might learn something about digital technology, information design, and why we keep getting in our own way when it comes to applying the lessons of the past to the possibilities of the future. But to do that, we have to start with a story.  

Forty years ago this summer I was a rising Freshman at UC Berkeley. Like most 17- or 18- year olds in the pre-digital era, I wasn’t particularly focused on my academic career, and I wasn’t much of a planner either. As befit the era, my parents, while Berkeley alums, were not the type to hover – it wasn’t their job to ensure I read through the registration materials the university had sent in the mail – that was my job. Those materials included a several-hundred-page university catalog laying out majors, required courses, and descriptions of nearly every class offered by each of the departments. But that was all background – what really mattered, I learned from word of mouth, was the course schedule, which was published as a roughly 100-page booklet a few weeks before classes started. 

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