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Why multiples may fall

A higher multiple has always gone to businesses with staying power through thick and thin, and that staying power is how paying a price for an asset got rationalized. Multiples have usually been questioned because of macro variables: inflation is higher, rates are higher, so multiples come down. This is a different question. It asks whether anyone really knows which businesses will thrive 10 or 15 years from now, and the doubt reaches past software to names like Home Depot or John Deere.

The backdrop for that doubt may be very favorable macro and an expanding economy, which would historically have meant higher multiples. Instead, the world will likely have trillion-dollar companies in 2030 that don't exist yet, and it will probably lose trillion-dollar or many hundred-billion-dollar companies along the way. That churn is already producing more volatility.

Credit and Salesforce

Credit feels the same pressure. Four-year paper in most software names is probably fine, because those companies are contracted out. Thirty-year credit on a Salesforce or an Oracle is a much riskier proposition, and that could steepen credit curves if the shift is structural.

Salesforce shows how the logic works. It is embedded in the vast majority of large companies, so nobody expects them to code their own CRM. The question is whether a future trillion-dollar company, still just an idea somewhere, will ever use it. If the answer is no, that is a massive headwind to its valuation even if every Fortune 500 company uses it forever. It becomes a cash cow business that deserves a different multiple.

Why do durable businesses earn higher multiples?

A business is worth the cash it will produce over its lifetime, discounted back to today. The longer a company's earnings can be counted on, the more of its value sits in the distant years, and the more investors will pay for each dollar earned now. In typical discounted cash flow models, the value assigned to the years beyond the explicit forecast often makes up well over half of the total. When those distant years become uncertain, that large share of the value becomes uncertain with them.

Why does long-dated credit carry more risk?

A bond that lasts thirty years gives a company far more time to change, borrow more, or lose its market than one that lasts four. The price of a long bond also swings more for a given move in interest rates, a property bond analysts call duration. Yield curves usually slope upward because lenders have historically demanded extra compensation for tying up money longer, which is known as the term premium. For weaker borrowers, credit spreads have typically been wider at longer maturities.

How do trillion-dollar companies appear so quickly?

Amazon was founded in 1994 and passed a trillion dollars in market value in 2018. Apple became the first US company to reach that mark, also in 2018, and Nvidia crossed it in 2023, less than three decades after its founding. Companies that sell software or digital services can add customers without building a matching amount of physical capacity. Many of today's largest firms were small or did not exist when earlier lists of the biggest companies were drawn up.

More from Invest Like the Best with Patrick O'Shaughnessy

HistoryOne bread, versus a thousand croissantsAt about six years old in the Soviet Union, he was sent to buy bread from a store that sold one type, maybe two, with a line outside.
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