(This piece is cross-posted from Signal360, where it first appeared)

“How did you go bankrupt?” Bill asked.
“Two ways,” Mike said. “Gradually and then suddenly.”
-Ernest Hemingway, The Sun Also Rises
If you work in marketing, Hemingway’s famous passage about bankruptcy will likely resonate. The launch of ChatGPT in 2022 prompted dire predictions that search’s role as a reliable driver of traffic and sales was coming to a close. For the past three years, however, those predictions seemed overwrought. Despite a slight dip in January, which proved temporary, Google has maintained a steady grip on 90 percent of search activity, and continues to direct a firehose of leads and commerce across the web.
But rather suddenly — in the past two months, in fact — it seems everything has changed. Google announced and immediately shipped “AI Mode,” its answer to OpenAI’s ChatGPT. The company had already implemented “AI Overviews” in 2024, essentially an evolution to its “One Box” feature that provides AI summaries for queries above Google’s familiar list of blue links. According to one study, those summaries are already responsible for a nearly 35 percent decline in outbound clicks — the lifeblood of traditional search engine marketing.
Google knows the question is no longer if AI is replacing search, but rather how quickly. Industry analyst Mary Meeker has an answer: AI adoption, she asserts, represents the fastest change in consumer behavior in the history of digital technology.
With AI Mode, Google has decided to push all in. The company understands that consumers are finding AI chatbots a superior search experience. One recent study found that “more than a quarter of Americans (27%) now use AI chatbots like ChatGPT instead of traditional search engines.” And consulting giant Bain found that “about 80 percent of consumers now rely on “zero-click” results in at least 40 percent of their searches.”
Google knows it’s taking a risk by moving quickly, but no matter what, it must keep its grip on the information-gathering habits of its billions of consumers. That leaves a major question unanswered: If search as we knew it is going away, what will replace search marketing as we knew it? What will supplant the time-honored practices of “SEO” and “SEM”?
If you’ve been exploring this question, you are most likely overwhelmed by a slew of firms, from early stage startups to massive agencies and consulting firms, all claiming an intuitive and familiar answer: “SEO, but for answer engines.”
Some call it “GEO,” short for “generative engine optimization,” and others have dubbed their solution “AEO,” for answer engine optimization. Regardless of nomenclature, the goal is the same: a set of best practices that position a product, service or brand to succeed in the brave new world of AI chatbots.
Chatbots “have been a huge wake up call,” says Pete Blackshaw, CEO of BrandRank.ai, a startup that helps brands adapt to what it calls the “answer economy.” “The trillion-dollar brand marketing industry is being severely disrupted by AI search, and marketers don’t know how to measure it, where to start, or how to win.”
It’s still early, but what’s already clear is that “winning” in AI search means playing a very different game. AI chatbots are the ultimate black boxes – even the companies that run them have no idea how the technology chooses its answers. That means marketers accustomed to precise dashboards of SEM and SEO-driven results must go back to basics. Blackshaw advises his clients to focus on understanding the content ecosystem that informs answer engines’ inputs. The often neglected brand website, for example, “is a fueling station for an AI chatbot,” he says.
Along with similar offerings from companies like Anvil and Profound, BrandRank offers dashboards to help clients understand how their brands are performing inside various answer engines like Perplexity, Claude, ChatGPT, and Google. Once you understand where you stand, you can get to work building out content strategies that might improve your brand’s performance overall.
If that sounds squishy, that’s because in an age of chatbots, it’s harder for brands to hide behind paid marketing. Answer engines scour a massive corpus of data to source their answers, and seem to favor community forums like Reddit or authoritative sites like Wikipedia — neither of which are particularly easy for marketers to influence.
“You can’t control how or when you’re going to be mentioned” in AI answer results, observes Bill Gross, the fabled inventor of paid search, now CEO of ProRata.ai. “There’s no statistics, no reporting.” Gross believes he has a solution: ProRata has developed a platform that builds AI-generated ad units that are contextual to the content of a particular chat. In short, Gross is building AdSense for AI – an approach that allows marketers to buy their way into the AI conversation. But it’s still early days — ProRata has yet to sign a major client like Claude or Perplexity.
In the end, what matters most will be how Google adapts its world-beating advertising services to the emerging experiences of AI chat. For now, Google is treating the various “surfaces” of its AI products as just another channel for its massive AdWords and AdSense businesses. But sometime soon, the company will be compelled to roll out AI-specific advertising units that are purpose built for AI conversations.
What might that look like? On that question, Google has so far remained mute. “Everyone thinks we know the answer to that question,” one source inside Google told me. “We might know more than many,” my source continued, but when it comes to what an AI version of AdWords might look like, an admission: “We don’t have a clue.”
Regardless of whether or not Google has a plan to pivot its $350 billion advertising business toward AI, the fact remains that hundreds of millions of consumers – in particular younger generations – now deploy AI-powered chatbots like OpenAI’s ChatGPT and Anthropic’s Claude to do everything from work-related research to more traditional search behaviors like comparing product reviews or finding new restaurants to visit. Oh, and on the horizon? AI agents that do the searching and possibly even the purchasing on behalf of consumers.
Given the pace and complexity of change, seasoned experts in search advise brand managers to move to a wartime footing. The rise of AI is likely to be “more impactful than the introduction of the Web in the mid 1990s,” said GoFundMe CEO Tim Cadogan, an industry veteran who ran search at Overture and Yahoo, then helmed OpenX during the rise of programmatic advertising. To win the day, marketers must be “extremely observant and agile,” he continued. “I don’t think any of us know what is going to happen. Whatever happens will happen very quickly. We have to be prepared to throw out the old ways of doing things.”
Read MoreCloudFlare To The AI Industry: Pay Up!

There are precious few companies in the tech world that are willing to stick their necks out and “do the right thing,” and even fewer who both operate at Internet scale and enjoy Wall Street’s unabashed fandom.
In fact, I can only think of one: Cloudflare. And today, the $65 billion public company* announced a new policy that has the potential to tilt the balance of the Internet back toward the little guys. Starting this morning, Cloudflare will automatically block AI crawlers from copying the content of every website the company protects. And it’s doing it for free.
Read MoreAI Is Breaking The Internet. Can Bill Gross Fix It?

Bill Gross has been here before.
Back when the Internet was young, when the dot-com wave broke across the monied shoals of Wall Street opportunism, Gross built a world-changing company, took it public, then sold it for billions.
Read MoreThe PRISMner’s Dilemma
Sometimes when you aren’t sure what you have to say about something, you should just start talking about it. That’s how I feel about the evolving PRISM story – it’s so damn big, I don’t feel like I’ve quite gotten my head around it. Then again, I realize I’ve been thinking about this stuff for more than two decades – I assigned and edited a story about massive government data overreach in the first issue of Wired, for God’s sake, and we’re having our 20th anniversary party this Saturday. Shit howdy, back then I felt like I was pissing into the wind – was I just a 27-year-old conspiracy theorist?
Um, no. We were just a bit ahead of ourselves at Wired back in the day. Now, it feels like we’re in the middle of a hurricane. Just today I spoke to a senior executive at a Very Large Internet Company who complained about spending way too much time dealing with PRISM. Microsoft just posted a missive which said, in essence, “We think this sucks and we sure wish the US government would get its shit together.” I can only imagine the war rooms at Facebook, Amazon, Google, Twitter, and other major Internet companies – PRISM is putting them directly at odds with the very currency of their business: Consumer trust.
And I’m fucking thrilled about this all. Because finally, the core issue of data rights is coming to the fore of societal conversation. Here’s what I wrote about the issue back in 2005, in The Search:
Read MoreThe Facebook Ad Network Is Here
It’s been a pretty good year for my annual predictions, I must say. A few months ago I did my “how’ve I done so far this year” post, and found myself batting about .500. Yesterday Facebook pushed up my average with the announcement that it’s begun testing a mobile ad network. And this isn’t just an on-domain network (where you can buy ads across Facebook’s domain), but rather, it’s a true cross-domain network – just like AdMob on mobile, or Adsense on the web.
From Ad Age:
Read MoreThe company is working with an undisclosed number of ad exchanges to deliver the ads on iOS and Android devices for its advertisers, who can still target using Facebook’s array of options such as age, location, education and interests.
A Show Of Hands Please…
It’s arguably the web’s most valuable ad placement, it’s not for sale, and no one knows how much traffic or conversion it drives save Google itself.
Just one more sign that the Internet Big Five are girding for a massive fight to be the platform for your life. And if you’re shocked, don’t be. Remember when Amazon launched Kindle? The first thing you saw when you went to amazon.com was….what again? But then again, the Kindle was just another product Amazon was selling, right? At least, it seemed that way.
Now, when Facebook does a home page takeover with its own hardware device, then the battle will truly be engaged. Though I’m not convinced the young company has that move in it….Regardless, here we go….
Facebook’s Real Question: What’s the “Native Model”?
The headlines about Facebook’s IPO – along with questions about its business model – are now officially cringeworthy. It’s an ongoing, rolling study in how society digests important news about our industry, and it’s far from played out. But we seem at an interesting tipping point in perception, and now seemed a good time to weigh in with a few words on the subject.
Read MoreThe Internet Big Five: Up $272 Billion in Six Months
Last December I posted on “The Internet Big Five,” noting their relative strengths and the market cap of each. Since that time, the Five have only gotten stronger, adding a cumulative $272 billion in market cap (much of that is Apple, but Amazon and Facebook – assuming the offering does as expected on Friday – have also increased quite a bit). All in all, nearly 30% increase in value for these five companies – sort of makes me wish I was an investor, rather than a writer and entrepreneur.
I’ll also check the number of engaged users for each platform, to see if there are any significant shifts, though I don’t recall seeing any in the news recently (save Facebook crossing 900 million users). It is interesting to note that Facebook, should it hold its supposed valuation, will be more highly valued than Amazon.
A reminder as to why I’ve made a point of watching the Big Five, from my original and secondary posts:
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Why Hath Google Forsaken Us? A Meditation.
(image) Here’s a short overview of Google’s past few months: It’s angered policymakers and pundits with a sweeping change to its privacy settings. It’s taken a beating for favoring its own properties in its core search results. It’s been caught with its hands in Apple’s cookie jar, and despite the fact Facebook and others previously condoned the practice, it was savaged for doing so. It’s continuing to fight an expensive and uncertain patent war. And its blinkered focus on beating Facebook – a company which, at its core, couldn’t be more different philosophically – has caused many to wonder….What on earth has happened to the Google we once knew?
Has it abandoned its principles of supporting the open web, data liberation, and doing no evil? Is Google turning into … another walled garden?
Well, those are questions I’ve been pondering for a while now, and I think I have an answer, or at least, some reasonable speculation as to an answer.
Read MoreA Sad State of Internet Affairs: The Journal on Google, Apple, and “Privacy”
The news alert from the Wall St. Journal hit my phone about an hour ago, pulling me away from tasting “Texas Bourbon” in San Antonio to sit down and grok this headline: Google’s iPhone Tracking.
Now, the headline certainly is attention-grabbing, but the news alert email had a more sinister headline: “Google Circumvented Web-Privacy Safeguards.”
Wow! What’s going on here?
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