As I write this edition, I can sense my inbox slowing down ahead of the Fourth. It is the 250th this year, and a birthday that big pulls you toward the question every founder, every board, and every customer eventually asks. What lasts?
Since Brave New World (the presentation), the conversations it has sparked have been among the best of my career. Senior leadership teams across the industry are testing the ideas against their own plans and pushing them way further than I could alone. I get to sit in those rooms with many of the biggest logos in FS, and I treat that as a real privilege. Every conversation proves how alive this moment is.
Here is where they keep landing. For my whole career, the job was to win attention. That job is changing. More and more, a machine makes the choice, and the person simply signs off. So the question worth a long weekend is this.
When software decides almost everything, what is the last human choice, the one a machine leaves for us?
That question runs through everything below. The first choice to move. The next one, Card Compass. The company built for the shift. And, at the end, the choice that stays ours. Good reading for the Fourth.
I have written before about the front door to a money decision, moving from the search bar to the answer. A new McKinsey study puts numbers on how far it has gone. More than half of Google searches now arrive with an AI-written answer on top. Within a few years, somewhere between a tenth and a third of online buying could be handled by AI, with the assistant doing the research, the comparison, and sometimes the purchase itself.
Advertising is the first choice to move. For two decades, the work was to win attention, the search result, the page, the ad slot, and the best-targeted brand took the moment. Now the assistant builds the short list, and the customer often takes its word. AI shopping has increased conversion rates by up to 60 percent, and most advertisers say they will buy these AI formats directly.
The rule of the new game is worth sitting with. The assistant rewards what it can read and verify: clear product facts, honest claims, and real outcomes. The clearest proof counts for more than the biggest budget. You earn the choice by being worth choosing, and by making that easy for a machine to confirm. The person in the loop is doing less of the deciding every quarter.
The next choice to move is the one in your customer’s wallet. An app called Kudos already picks the best card for each purchase for about half a million people, on its own. Once that choice gets made for the customer, every time they pay, the card that pays the most rises, and the logo counts for a little less at the register.
So I built Card Compass, and it is live today. It ranks 114 of the most popular cards by one number, what the customer keeps after the annual fee. Set it to how someone actually spends, and the order shifts before your eyes. It stays independent of every issuer, so every card is judged the same way. It shows you what an app sees when it makes the choice for your customer.
The money is real. People earned $47 billion in card rewards in 2024, up from $26 billion in 2019, and a fifth to a third of it goes unused every year because keeping track is hard. The app does the tracking. When the choice shifts to software, the card with the best real value rises, while the card used out of habit holds a smaller share. Worth seeing where yours stands before the app decides for your customer.
Ranked by what the customer keeps after the fee, the same way an app sorts cards at checkout. See where your card stands before the machine makes the call.
Open Card CompassThe point underneath all the McKinsey data is simple. When the machine makes the choice, the advantage goes to whoever holds the data, the decision, and the transaction together. That is a good description of what Capital One is putting together.
It agreed to buy Brex for $5.15 billion in January, a year after closing its $35.3 billion purchase of Discover, which made it the largest card issuer in the country. Brex co-founder Pedro Franceschi treats AI as the base on which everything runs, closer to electricity than to a helpdesk chatbot, with the software doing the work and people stepping in only when something looks off. The plan, in his telling, was to keep Brex whole and put Capital One’s balance sheet behind it.
Put it together, and I see a different kind of competitor by 2027. Brex is the OS. A deposit base of nearly $489 billion lowers the funding costs. And the Discover network means Capital One owns the rails its payments run on and sees the data end-to-end.
The data, the decision, and the transaction in one place, which is exactly what a world of machines rewards.
So the machine takes the advertising choice, the card choice, and a growing share of the choices inside the bank. Which one stays with us? The choice of who to trust. That is the last human choice, and it is the one that lasts.
Trust shows up in two forms, and only people can build either. The first is a person you believe in. I wrote a while back, in End of the Logo, that the founder now matters more than the company. Vlad Tenev is Robinhood. Ankur Jain is BILT. People follow a face, and that pull is real.
The second occurred to me while being in NYC during the Knicks parade. A whole city in Blue & Orange. The players are important, but they’ll change over the years. The fandom, the pride, is connected to the Knicks logo.
Similarly, money is deeply emotional; it is the fuel for life’s major milestones. A legacy logo represents an institution that was there when a customer’s grandparents bought their first home, when their parents started a business, and when they opened their first investment account. A brand-new digital wallet backed by an algorithm may feel safe to some, but a vault backed by a century-old logo gives everyone a true sense of security.
That is the soul of the shirt, and it is the choice the machine hands back to us.
The choice is moving to the machine, in advertising, in the wallet, and inside the bank. When a machine chooses, it chooses based on what it can verify, so the work is worth choosing and easy to confirm. The choice it leaves to the human is the oldest in business: who to trust, and that is the one that lasts. A country at 250 is a good reminder that the human parts are the ones that endure.
Have a wonderful Fourth of July. This one is special.