Categories
AI Business Consulting

The Toll Bridge and the Terrain

For fifteen years of my life, I lived inside the fortress of information asymmetry. I was part of a payments consulting business, and our model was exactly what Andrew Feldman described on a recent Moonshots episode when he pointed a sharp finger at traditional professional services.

His observation was simple, cutting, and entirely true:

“Their role today is to stand between ordinary people and obscure knowledge. And the application of that obscure knowledge to everyday problems.”

When I heard him say that, it landed with a quiet thud of recognition.

For a decade and a half, my colleagues and I were the ones standing in that gap. The payments industry—with its labyrinth of interchange fees, compliance structures, clearing networks, and legacy tech stacks—is a monument to obscure knowledge. Clients didn’t come to us because we possessed some divine, unreplicable wisdom. They came to us because the map was locked in our heads, and navigating the terrain without us was a recipe for an expensive disaster.

We charged for our time, and we earned it. We untangled complexity and solved real, everyday business problems for people who just wanted to move money safely from point A to point B.

But looking back now, I can see the architectural flaw disguised as a premium service. The economic foundation of that entire era relied on friction. It relied on the fact that it took an immense amount of human energy to retrieve a piece of obscure data and map it onto a specific business dilemma. You weren’t just paying for strategic guidance; you were paying a premium on artificial scarcity.

We are living through a moment where the marginal cost of intelligence is rapidly trending toward zero. When the barrier of “obscure knowledge” evaporates, the traditional toll bridges begin to look absurd.

For anyone starting a consulting business today, the playbook would have to be entirely different. When an LLM can parse thousands of pages of network operating rules, interchange tables, and regulatory compliance frameworks in a handful of seconds, the gatekeeper’s standing ground liquefies.

If your value proposition is merely standing between a client and a hidden database, your business model isn’t just flawed—it’s obsolete.

Yet, this collapses into a fascinating paradox. You might assume that when you democratize expertise, you eliminate the need for the expert. But as Dan Shipper recently observed, the reality of AI is completely counterintuitive.

Shipper points out that AI effectively packages up “yesterday’s competence” and makes it cheap and ubiquitous.

Suddenly, anyone can generate a complex contract, a software pull request, or a payments flow strategy with the click of a button. But when cheap competence skyrockets, adoption explodes, resulting in an unprecedented glut of generic output—what the internet has collectively taken to calling “slop”. It’s the default, lazy answer that lacks soul, context, and nuance.

When everything begins to look and smell the same, a strange thing happens: the market’s demand for genuine difference sky-rockets.

The shift we are facing across all professional services—whether legal, financial, or consulting—isn’t about eliminating the expert. It is about changing the expert’s job from data-retriever to orchestrator and judge. The floor has been raised. Yesterday’s ceiling is today’s baseline.

What remains is the ability to read a room. To watch a client’s shoulders tighten when you present an option that’s technically correct but organizationally impossible. To notice the glance exchanged across the table before anyone speaks. No LLM parses that. The map is universal now; the guide still has to be in the room.

We don’t need fewer guides; we need fewer toll booths. The future of consulting doesn’t belong to those who hoard the map. It belongs to those who use a universally available map to help people actually walk the terrain.

Categories
Micropayments

The Wrong Who

I was in the room for most of the early micropayments conversations. The working-level conversations, where people were genuinely convinced they had finally solved the problem. The demos were always compelling. The unit economics made sense on a whiteboard. And then they died.

They died so many times, and in so many similar ways, that the failure started to feel like a law of nature.

Clay Shirky wrote the autopsy that most people remember: micropayments fail because every transaction requires a decision, and decisions have a cognitive cost that swamps any payment below some psychological threshold. A dollar feels like real money. A dime feels like a question you have to answer. A fraction of a cent feels like being nickeled-and-dimed at sub-human speeds. The advertising model won because it asked users to consent once, peripherally, and then never bother them again.

So I noticed something when I read the transcript of Cloudflare CEO Matthew Prince’s earnings call remarks this afternoon.

He’s predicting that the internet’s business model — advertising and subscriptions, the twin structures that have governed everything since the late nineties — is about to change. He thinks some part of what replaces it will be micropayments for agentic traffic. Fractions of pennies. Fractions of fractions. At volumes that dwarf anything existing financial infrastructure can handle.

My first instinct was the old skepticism. We’ve been here before.

But I kept reading, and I think something is actually different this time. And the difference is the one thing all the earlier schemes never had.

The payer isn’t human.

This sounds obvious once you say it, but it collapses most of the objections that killed every prior attempt. Cognitive load isn’t a factor when there’s no cognition happening. Decision fatigue doesn’t apply to a process with no feelings about fatigue. The agent making the request doesn’t hesitate at a fraction of a penny, doesn’t resent the transaction, doesn’t abandon the session because it’s annoyed at being charged.

All the early micropayments architectures were built on an implicit assumption: that humans could be trained to behave like rational microeconomic actors at browsing speed. They can’t. Nobody does. But agents are rational microeconomic actors by design. That’s not a metaphor — it’s literally what they are.

The schemes we watched fail in the early 2000s weren’t wrong about the destination. They were wrong about the who. The internet of human readers and human attention was never a natural fit for per-transaction pricing. The internet of autonomous agents — making API calls, scraping data, assembling answers from dozens of sources in a single second — is a different thing entirely. And it’s arriving faster than most people realize.

Prince mentioned that Cloudflare thinks non-human traffic will surpass human traffic somewhere around 2027. That number stopped me. We are, apparently, closer to a majority-machine internet than to the one we think we’re living in.

The hard part isn’t the concept anymore. It’s the infrastructure. Prince was candid about this: the transaction volumes the industry gets excited about — a million per second — aren’t remotely sufficient for what’s actually coming. Cloudflare needs something an order of magnitude larger, and they’re looking for partners because nothing that fits the spec exists yet.

This is where it gets interesting for those of us who watched the earlier rounds. The original micropayments failures were partly psychological, but they were also partly infrastructural — the payment rails of the early internet weren’t built for high-frequency small transactions either. What’s different now is that the need is undeniable and imminent in a way it never quite was before. The traffic is real. The scale is measurable. The pressure to figure this out is coming from something other than optimism.

I don’t know what the solution looks like. Probably not one thing. Prince doesn’t know either — he said as much. Crypto infrastructure is an obvious candidate for parts of it, though crypto’s history of promising to solve problems and then creating different ones deserves some respect. Whatever emerges will probably be unrecognizable from here.

What I keep coming back to is the simpler observation. We were right that micropayments were the future. We just imagined the wrong future, populated by the wrong kind of payer.

The agents were always going to solve this. We just had to wait for the them to arrive.

Categories
Business Living

Changes

Sometimes, as I’ve gotten older, I wake up and see something that I notice seems suddenly different – when it’s been changing all along and I’ve just not noticed. I had a vivid example of that a few days ago.

We’ve subscribed to the New Yorker magazine for many years. In our house, however, the print copy isn’t something I usually see as it ends up on the table in our living room where I don’t read it. Instead, I read stories I find interesting in the online edition. So I hadn’t picked up a copy of the New Yorker in some time – until a few days ago when I noticed the latest edition on our kitchen table.

The first thing that I noticed was the cover price on the magazine: $9.99. Good grief, I thought, how long has the cover price of this magazine gotten up to $9.99/copy? Last I remembered it was around $3.00!

The second thing I noticed was just how thin the magazine was. I remember the New Yorker being a hefty magazine. Not as hefty as the big fashion mags, but not flimsy like this latest edition.

Then I noticed the third thing – the almost complete absence of advertising pages in the magazine. No wonder it was so thin! Where were all of the jewelry, watch, and other fashion ads? All I could find we a few full page ads for various non-profits – and those ads were most likely just donated by the publication.

I realized just how much the business model of the New Yorker has to have shifted – away from a heavy reliance of advertisers to much more reliance on subscriptions. Subscription pricing is a whole ‘nother can of worms which I’ll leave unopened for now.