First Look at OpenAI Ads

Well, they’re here. Just a quick note for now (lots more to say later, but a board meeting in SF means that’ll be later) – OpenAI is rolling out ads to its free and “Go” paid tier. The ads look…harmless enough, just a sponsored link unit with small graphics at the bottom of the chat. Pretty much the exact launch playbook we saw from Google 25 years ago, and Facebook in 2012. A rudimentary prototype of what will become, over the next few years, an increasingly sophisticated monetization platform that, let’s face it, will probably make Instagram look tame.

OpenAI also rolled out some pledges: “We decide which ad to show by matching ads submitted by advertisers with the topic of your conversation, your past chats, and past interactions with ads. For example, if you’re researching recipes, you may see ads for meal kits or grocery delivery. If there are multiple advertisers, we’ll select the one that is most relevant to your chat to show you first….Advertisers do not have access to your chats, chat history, memories, or personal details. Advertisers only receive aggregate information about how their ads perform such as number of views or clicks.”

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Claude Says Non to Ads

Yesterday I wrote a short post on the impact that advertising would have on generative AI, a topic I’ve been thinking and writing about for the past three years. Seems the folks at Anthropic have been thinking about it too, and this morning they gave their thoughts full voice.

Claude is a space to think,” the company announced in a blog post that promised to never let advertising creep into its core consumer product. “The history of ad-supported products suggests that advertising incentives, once introduced, tend to expand over time as they become integrated into revenue targets and product development, blurring boundaries that were once more clear-cut. We’ve chosen not to introduce these dynamics into Claude.”

This is exactly the point I was making in yesterday’s post – “Advertising Built Generative AI. Now Comes the Remodel.” And while Anthropic’s written post is both thoughtful and measured, the company also launched a four-pack of ads illustrating its point – ads that they will be running during the SuperBowl this weekend. Yep, the SuperBowl.

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Advertising Built Generative AI. Now Comes the Remodel.

Don’t worry, Don’s going to take it from here.

Last night my wife looked up from her phone, disgusted. “All I’m getting is Jeffrey Epstein and Peter Attia!” she said. “Why do they think I’m interested in this?!”

As the family’s resident interpreter of digital entrails, I felt responsible to hazard an answer, but given the prurient nature of the Epstein story, I sensed my thoughts might not be well received. So I backed into it a bit: “Have you clicked on any Epstein-related links recently?” I asked. She had, she rejoined, wary of the implicit judgement hovering over my question. “But that doesn’t mean I want my entire feed to be about it!”

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AI and Ads: Here We Go!

Google launched as a free public beta in the Fall of 1998. It was a revelation – a 10X improvement on Internet navigation and research. But from its launch forward, Google’s founders were hounded with questions as to how their company planned on actually making money. John Doerr, one of Google’s earliest backers, famously answered that question by citing Google’s extraordinary growth: With all that traffic, he said, we’ll figure it out.

Google’s founders were famously suspicious of advertising – in their white paper explaining Google’s PageRank technology, Larry Page and Sergey Brin argued that advertising-funded search engines would be “inherently biased towards the advertisers and away from the needs of consumers.”

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Health Takes Center Stage, Open Evidence Acquired (Predictions 2026, #5 and #4)

Yesterday The Information scooped my well laid plans for today’s health and AI-related predictions. If you’ve been following along this past week, you know I decided to write one prediction post a day for the first working week of the year. Today marks #5, which predicts that health will become a central player in society’s debate around AI, and #4, which predicts OpenEvidence will be acquired. I knew that OpenAI was working on health-related product offerings – the company said as much when it hired Fidji Simo from Instacart. But I didn’t know OpenAI would announce its health product so early in the year. Oh, and by the way, Google is expected to quickly do the same.

That said, I think there’s a lot more room to run in this story. OpenAI’s announcement is just the prelude. Health offers the perfect test case of just about every crucial limitation –  and every massive opportunity – that AI represents in society today.

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Grading My 2025 Predictions

Nostradamus, so predictable.

All year long I monitor my annual predictions, taking note when events either make me a fool or a sage. 2025 marked perhaps the most unpredictable and frustrating year of them all – and that’s not nothing, given I started prognosticating in 2003. But then again, I did expect an odd one – from my 2025 post: “This isn’t going to be a normal year. 2025 will be strange, frenetic, and full of surprises.”

I titled my post “Tech Takes the Power Position.” While I didn’t make that sentiment one of my specifically numbered predictions, it did provide the context for how I was thinking about the year ahead. “We’re not accustomed to the tech industry having this much raw power. The finance industry? Sure…But this year, for the first time ever, Big Tech has leap-frogged finance in the pantheon of political influence…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.”  …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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Two Approaches to Saving The Web. Only One Works.

Image Gareth Glaser https://www.linkedin.com/pulse/appeal-open-internet-gareth-glaser-kwnbe/

The open web – free content written by actual humans about things actual humans care about – has been in decline for more than a decade. I’ve had a front row seat throughout – first at Federated Media, which was built 20 years ago to support independent publishers, then on the Board of Sovrn, which continued Federated’s work on the programmatic/data side of the publishing business. I’ve also taught and practiced journalism for the past few decades, and started and advised countless ventures that depend on traditional media revenue streams.

In short, I know it ain’t pretty out there for advertising-supported publishing. Social media dug the grave, and now the nail gun of generative AI seems to be merrily fastening the lid over the open web’s pine box coffin.

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Algorithms and Capitalism: Cleaning Up The Waze Parade

Where are we all going?!

Do you feel it? A simmering discontent with the state of capitalism in American life? I certainly do. My kids engage with social media only if they have to – never because they wish to. They believe their feeds are  manipulated by corporate interests, and they are distrustful of anyone who believes otherwise. My wife is convinced that anything she buys online – particularly the bigger ticket items like flights or hotels – is priced based on what algorithms calculate she can afford to pay – not what might be fair or offered to others. Parents in my friend group are terrified that their kids are using ChatGPT as a confidante and therapist whose motivations are unfathomable. The stock market keeps pushing ever upwards, but my colleagues are increasingly convinced a crash is around the corner.

Something just feels….off. The complex socio-economic system that we’re all a part of seems rigged. And we feel powerless to do anything about it.

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OpenAI: Code Red? More Like Code Green!

 

After writing about how OpenAI might just be the AOL of the post AI Internet, I couldn’t resist commenting on The Information’s scoop this morning about OpenAI hitting the big red panic button. It’s now a Valley ritual to call an official emergency whenever you’ve made massive management mistakes that almost kill your company. Remember Sundar’s code red back when ChatGPT launched? Seems Sam Altman is now returning the favor. He’s worried Google’s Gemini is about to lap ChatGPT, and has told his staff to drop everything and focus entirely on improving OpenAI’s core product.

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Google (and Apple) Get a Slap on The Wrist

Back in the day when I was covering Google on a daily basis, I’d have spent hours poring over yesterday’s news that the judge in Google’s landmark antitrust case essentially blinked. But twenty-odd years of experience leaves me with very little to say about how Google’s first anti-trust case has been resolved, other than this: It’s a nothing burger, with a side of same-as-it-ever-was.

Over the course of nearly four years since the government brought its case, a lot has changed:

  • The United States has veered away from liberal democracy toward illiberal autocracy, and the current administration is no longer interested in grand antitrust remedies that serve the public. Today, everything is seen through the lens of whether a given action or decision furthers the President’s power. Preserving the status quo gives him leverage over powerful actors – he can continue to threaten and bully, ensuring fealty and tribute. In this administration, as in Moscow, Pyongyang and Beijing, no one is allowed to have more power than the Dear Leader.
  • As I laid out in my predictions nine months ago, the tech industry is now the most powerful force in politics outside the President, and its two most muscular companies – Apple and Google – did not want their duopoly upended. We’ll likely never know what soft-power backroom deals were cut to avoid what nearly every legal scholar felt was justified action by the government, but to think those dynamics didn’t impact this decision is to ignore the reality of my first point above.
  • OpenAI’s existence became a convenient foil. The emergence of generative AI has given Google (and the judge in this case) the ability to argue that the DOJ was fighting yesterday’s war. Sure, Google might have been a search monopolist, but look – OpenAI is proof that the market is always smarter than government regulators! Never mind the fact that search literally built the foundation for generative AI, or that generative AI is the natural evolution of search – a product that Google will continue to dominate now that government remedies have been rendered toothless.

Google – and its $20 billion partner Apple – are likely doing cartwheels today. Wall Street certainly is.

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