Why I Pulled My AI Ads (and What the Data Says)
Hey Everyone - Hope you had a great weekend. I spent mine on a pickleball court trying to undo a year of sitting at a desk (more on that below). I have also been turning over an experiment I ran on my own newsletter business this quarter that did not go the way I expected, and a stack of new consumer survey data that explains why.
This week:
The Signal - The receipts on the authenticity premium, and the harder question that follows
What I'm building - Pickleball, a back that needs work, and the one lever I actually control
Resources - Goblins in the model, meaning at TEDx, a 195 million record breach, and a hard look at the U.S. workforce
Skills to Develop - The handmade signature
Let's dive in.
This week’s Signal
🌎 Why I Pulled My AI Ads (and What the Data Says)

In December, McDonald's Netherlands pulled an AI-generated Christmas ad after a wave of public backlash. The comments did not focus on craft. They focused on the message the ad sent: "we optimized for production cost over the human work that might have actually meant something to you during a season that matters." Coca-Cola took similar heat for a similar reason. Both companies have global marketing budgets capable of producing traditional ads. They chose AI anyway. Five months later, we have the data to explain what they paid for that choice.
Three months ago, in the post "When Will Non-AI Goods Become Premium?", I argued that synthetic abundance would push human-made into the premium tier, the way mass production pushed farmers markets into the premium tier. I was making a prediction. The numbers are now in.
The share who feel excited about AI has dropped from roughly 50% to 19% in two years.
97% say authenticity is a key factor in deciding which brands to support.
Gartner: 50% of consumers prefer brands that avoid GenAI in consumer-facing content. 71% call AI ads "creepy." 88% prefer human models.
The authenticity premium is no longer a niche luxury position. It is the median consumer preference, and it is forming faster than almost any marketing trend I have tracked.
I lived this myself this quarter. I had been running AI-generated ads for one of my newsletters. They worked. The economics were good. I was happy to keep going. Then the complaints started. Not many. Maybe a few dozen out of a much larger audience. But the readers complaining were not random. They were exactly the readers I most wanted to keep. They cared enough to write back. The cost of losing them was higher than the savings of producing the ads cheaply, so I stopped.
That experience surfaced a question worth answering directly, because it is the most interesting wrinkle in this entire pattern.
What happens when AI gets so good that nobody can tell?
Here is what I think is going on, and what I am betting on.
First, detection is not the only thing keeping the authenticity premium alive. The premium is also propped up by the cultural prior. Once a critical mass of consumers learns that AI content is everywhere, the default assumption about every piece of content shifts. Every ad starts paying a small skepticism tax, whether or not it is actually AI. Economists call this a market for lemons. When buyers cannot tell honest sellers from dishonest ones, average prices collapse and honest sellers exit. Advertising is on its way to that kind of market, and a more capable AI does not fix it. A more capable AI accelerates it, because the suspicion is the same whether the AI is good or bad.
Second, when consumers cannot trust the artifact, they shift their trust upstream. They stop trusting the ad and start trusting the source. The brand with a decade of consistent values becomes the signal. The creator with a recognizable voice becomes the signal. The friend who recommends becomes the signal. This is good news for anyone who has invested in real relationships and a verifiable track record. It is bad news for anyone whose only asset was the ability to put attractive content in front of strangers.
Third, the only ad signals that will keep working in an undetectable-AI world are the ones that are physically expensive to fake. A real founder on camera, talking about a real moment in their company. A photograph with a date and a location in it. A handwritten note inside the package. A field recording with ambient sound. A live event you can drive to. These are not better because they look better. They are better because the cost of faking them is high enough to be a credible signal of human stakes.
So the answer to "will ads just stop working" is both yes and no.
Generic ads, generic copy, generic creator content. These will keep getting cheaper to produce and will keep working less and less, because the cultural prior is moving against them faster than the technology is moving toward undetectability.
Specific ads, with a verifiable person attached, with friction-laden evidence of human craft, placed in a context where the audience already trusts the source. These will work better than ever. The premium will move from the artifact to the seal of the person putting it out.
This is the frame I want you to carry into your week. When you look at your customer-facing surfaces, do not ask "is this good AI or bad AI." Ask these four questions.
Are the emotional stakes high here?
Does this surface touch a tradition, a ritual, or a moment that matters to my audience?
Is the human process visible to the reader, or only to me?
Does the audience need to believe I care about the outcome?
For every surface that hits any of those, AI is subtracting value, even when it is saving you time. The fix is not to write the same copy with a different tool. The fix is to put something on that surface that an AI demonstrably could not have produced. A name. A photograph. A specific story. A receipt.
McDonald's paid the authenticity premium in a single news cycle. The brands and creators that will compound through this decade are the ones paying it on purpose, every week, before the headline forces them to.
What I’m Building
My Pickleball Skills

A few of you know I played golf in college, pro for a (very short) stretch, and a fair amount even after I stopped chasing it as a career. What I miss most about that life is not the game itself. It is what the game did for the four hours around it. Golf is a four-hour walking conversation with a built-in excuse to be outside. You get to know somebody differently when you have watched them three-putt under pressure, or laugh at their own bad shot, or be patient with a slow group ahead.
I have been thinking a lot about this, and the conclusion I keep landing on is that connection happens when you do stuff together. Not when you sit across from each other at a table. Not when you text. When you are pointed at the same thing, with your bodies in the same place, and there is some friction that you both have to work through. That is the unfakeable substrate of a relationship.
So this week I am building a new medium for that. I am playing pickleball.
The choice is partly opportunistic. Pickleball is everywhere in Austin right now, the entry barrier is laughably low compared to golf, and you can get a doubles game going with three texts and a half-empty rec center. It is also partly that I have something to fix. My back has been giving me trouble. I have gained more weight than I want to admit in print. Sitting in front of a screen building newsletters and running ad funnels does not bend or stretch you in any of the directions a body actually needs.
I keep coming back to the fact that my body is one of the few things in this world I have real, daily, unambiguous control over. The market is going to do what the market does. AI is going to compress whatever it is going to compress. Most of the levers I touch are coupled to other people's decisions. My body is not. If I eat well and I move regularly and I sleep, my body responds. If I do not, it responds the other way. That feedback loop is honest in a way that almost nothing else in my life is.
So the build this week is dumb on purpose. Show up to play. Twice a week, minimum. Sweat a little. Get to know whoever else is there. Notice the back. Be patient with the back. Lose to people I should beat. Eat a real dinner afterward.
If you want the meta point, this is the same hedge as the farm, the same hedge as the Founders Feed, the same hedge as cooking for people. The world is moving toward more screens, more synthetic content, more outsourced thought. The counter-move is to keep practicing the things that do not scale, that require my body and presence, and that put me in rooms with other people doing the same. Pickleball is just my newest version of that counter-move.
If you are in Austin and want to play, hit reply.
What I’m Learning
lot’s of stuff
Things I Learned:
ChatGPT, "Where the Goblins Came From" (YouTube) - An interesting take on how the models are trained and what the training process actually rewards. Pairs well with this week's Signal: the reason AI-generated content can feel slightly off, even when you cannot point to why, is that the model is optimizing for what the training rewards, not for what the moment means.
Kate O'Neill, "We Cannot Leave Meaning Up to Machines" (TEDxWaldenPond) - The 13-minute talk behind this week's Signal. Frames why AI can mimic but never mean, anchored on a memorable library-floor moment about the gap between the word "book" and the word "libro."
Brookings: Measuring U.S. Workers' Capacity to Adapt to AI Displacement - 6.1 million U.S. workers face both high AI exposure and low capacity to adapt. 86 percent of them are women, and they are concentrated in midsized metros in the Mountain West and Midwest. A serious read if you are thinking about geography and local economy as part of your hedge.
LiveScience: One attacker used Claude and GPT to steal 195 million Mexican records - The cleanest example yet of one human plus consumer-grade AI matching the output of a state-level offensive team. Worth the read for the detail that Claude resisted before it was jailbroken with "bug bounty" framing. Alignment is friction, not a wall.
Microsoft Security Blog: Prompts Become Shells - Microsoft's own Semantic Kernel framework had a vulnerability where one prompt could escape the sandbox and write a payload to a user's machine. Every helper function your agent can call is a potential backdoor. Human review and friction are features, not bugs.
Survival Skill
The Hand Made Signature
Every product, every service, every piece of content benefits from a deliberate human fingerprint. A handwritten note tucked inside the package. A voice memo instead of a typed email. A first-person photo of you holding the thing. The credits at the end of the video naming the people who actually made it. A live phone number, your own, that a real person picks up.
This is what the luxury houses have already started doing, with "no AI was used" callouts and visible craft inserts in their campaigns. You do not need a Burberry budget to copy the principle. Pick one customer-facing surface this week and add one thing nobody else in your category is putting there. A name. A face. A timestamp. A specific story that nobody could have hallucinated. A receipt of the work.
I do this for in person events I go to. I got into making trinkets with my fiber laser a few years ago, and when I meet new people I often bring them a rock or a magnetic name tag that I made. Surprisingly, no one has thought that it was super weird (or at least they haven’t told me that it was).
The reason this works is not because it looks better. It works because the cost of faking it is high enough to be a credible signal. AI can generate the appearance of effort. It cannot generate the fact that a specific person made a specific choice on a specific day. That fact, made visible, is the moat.
This skill is durable regardless of how the AI trajectory plays out. If models stay flawed, your fingerprint stands out by contrast. If models become flawless, your fingerprint stands out because it is the only thing the model could not produce. Either way, the handmade signature is appreciating in value while AI output deflates.
Closing Thoughts
Three reflective questions
Where in your work is AI quietly subtracting value, even though it saved you time?
What is one piece of your output a customer could point to and say "a human did this on purpose"?
If every ad you ran might be assumed to be AI tomorrow, which of your channels would survive that assumption, and why?
Weekly AI Prompt
Act as a senior brand consultant doing an authenticity audit. I am going to paste a piece of customer-facing content I created (an email, a landing page section, a social post, a product description, an ad caption, whatever).
Your job is to score it on four dimensions, on a 1 to 10 scale, with one sentence of evidence for each score:
1. Emotional stakes — is this trying to do emotional work?
2. Cultural significance — does this touch a tradition, ritual, or community moment?
3. Visible craft — can a reader see the human process behind it?
4. Trust required — does the audience need to believe I care about the outcome?
For any dimension that scores 6 or higher, tell me one specific edit, addition, or signature I could add to make the human fingerprint more visible. Do not rewrite the whole piece. Give me the smallest change that meaningfully raises the authenticity signal.
Here is the content:
[paste]Until next week,
Ken
