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ADVISING ALPHAIssue 5 · May 31, 2026

The Sunday Brief · where the market sits, one stock spotlight, one principle.

Editor's note

The toll booth nobody can route around.

very time you tap a card at a coffee shop, swipe at the gas station, or click checkout on a website, a tiny fraction of the transaction routes to one of two companies. They do not lend money. They do not take credit risk. They simply run the railroad that money rides on. Across 200-plus countries, billions of cards, and trillions of dollars in annual volume, the network is now so deeply embedded in commerce that it would take an act of national policy to dislodge.

There is a category of business where the value compounds because the network gets bigger every year, the moat gets wider every year, and the marginal cost of one more transaction approaches zero. Visa and Mastercard are the canonical examples in modern finance. The work of an honest research process is to recognize that some businesses are structurally different from the rest, and to size accordingly. This week we walk through one of them.

Market Normality Indicator

The market is sitting in the middle half of its historical distribution. We are watching, not adjusting.

Across the portfolios

The model portfolios are tracking the broad market without major dispersion this week.

Stock spotlight

VVisa Inc

Visa runs the largest electronic payment network in the world. The company does not issue cards. It does not lend money. It does not bear credit risk on the underlying loans. What it does is operate the rails that connect issuing banks to acquiring banks every time a Visa-branded card is used. Roughly 4 billion cards in circulation, accepted at more than 100 million merchant locations, processing volume that runs into the multiple-trillions of dollars annually. Every swipe touches the network. Every swipe pays Visa a small fee.

The moat is the two-sided network effect, sharpened by 60 years of compounding. New issuers join because every merchant accepts the cards. New merchants accept because every consumer carries one. The flywheel reinforces itself with every new participant on either side. Building a competing network from scratch would require simultaneously convincing every issuer and every merchant in every country that the new system was worth the switching cost, against an incumbent that has been refining the technology, the dispute resolution, the regulatory relationships, and the fraud detection for half a century. The new entrants who have tried (PayPal, Stripe, Adyen, the various wallet apps) all ride on top of Visa's rails rather than replacing them.

Operating margins consistently run above 65%, free cash flow conversion is among the highest in the S&P 500, and the company returns nearly all of it to shareholders through buybacks and a growing dividend. The cyclical risk is real (consumer spending dips during recessions) but the secular tailwind of cash-to-electronic conversion has been larger than any cyclical drag in any cycle to date. The geographic story is even stronger outside the U.S., where the cash-to-electronic shift still has decades to run.

Visa is held in Core 20 and Market Masters as a quality-compounder anchor. The risk we are paying for is regulatory pressure on interchange fees in various jurisdictions and the rise of real-time payment systems that some governments are sponsoring. We accept those risks because the secular shift toward electronic payments has so much room left, and because the dual-network structure (Visa and Mastercard) is unlikely to be displaced even if the economics get squeezed at the margins.

Principle
The most expensive way to be wrong is to keep adding to a position because you cannot accept that you already are.

The sunk cost fallacy, applied to capital

Sunk cost fallacy is the tendency to keep investing in a losing position because you have already invested in it. The sunk capital, by definition, cannot be recovered by holding. It can only be recovered by the position recovering, which is a forward-looking question. But the human mind treats the prior commitment as a reason for the next decision, even when the new decision should depend only on the forward outlook.

In investing this shows up as adding to a position that has dropped 50%, not because the thesis has improved, but because the new entry price now feels cheap relative to the old entry price. The cheaper entry is real. The original loss is also real. But neither has any bearing on what the position will be worth in 12 or 36 months. That depends entirely on the business, which is a separate question.

The defense is to treat the question of adding to a position as if you held cash and were considering buying it for the first time. Cost basis is information about you, not the business. The right add is one you would make if no prior position existed. Anything else is the prior decision making the next decision for you.

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Educational research from Advising Alpha. We are a publisher under Section 202(a)(11)(D) of the Investment Advisers Act of 1940, not a registered investment adviser. Past performance does not guarantee future results. Full disclaimer at advisingalpha.com/disclaimer.