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The September stock market scaries reared their head on day 1 — will the pattern hold?

September has statistically been the stock market’s weakest month, across decades and even across borders.

Hyunsoo Rim

When Green Day sang “Wake Me Up When September Ends” in 2004, they were obviously talking about the stock market anomaly that’s bugged researchers and investors for years: that the ninth month of our calendars has statistically been the stock markets weakest, across decades and even borders.

With day 1 of September 2025 now in the books, the month might already be living up to its reputation, as the S&P 500 slipped 0.7% on Tuesday, dragged lower by high-flying AI names hitting the brakes.

Indeed, over the past 45 years, September has been the only month when the S&P 500 Index has averaged a loss. While it’s one thing to know September is weak on average, it’s another to see how often the month really goes south.

In the last decade alone, six Septembers have ended in the red, with four of the past five being especially rough. That includes a 9.3% plunge in 2022 — deeper than the drop seen in 2008 — when the Fed’s aggressive rate-hiking campaign in a bid to quell surging postpandemic inflation rattled investors.

Why September tends to be weak is maddening. Intuitively, it shouldn’t matter what month it is — but the phenomenon has been found to hold back to the 1930s. Various theories have been posited, starting with the seasonal moves that can add to selling pressure. Fund managers, for instance, sometimes clean up their portfolios before fiscal year-end in September and October, while some investors start early on selling losers to shrink their tax bill

One academic study pointed to “post-holiday blues”: when trading slows during summer breaks, bad news isn’t fully priced in, and markets adjust lower once investors return in September. Others have suggested that fewer hours of daylight could affect our moods, or that IPO seasonality could play a role, with bankers bringing more stocks to market after the summer lull to test investor appetite for equities. Pop psychology could add another layer — if many brace for a drop, it could be enough to spark a real drop on any hint of bad news.

And it’s not just on Wall Street: researchers found similar patterns across 47 countries, with average stock returns ~1% lower in the month following major school holidays. In fact, per RBC’s analysis, markets in Canada, the UK, and Hong Kong have all stumbled in September over the past five decades. 

Of course, seasonal influences are only ever going to be very marginal, at most. If the economy roars, inflation cools, AI makes a breakthrough, and geopolitical tensions abate, expect stocks to soar no matter what the calendar says.

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Report: Boeing could unveil 500-jet order from China during Trump’s visit later this month

Shares of Boeing are up nearly 4% on Friday afternoon, following a Bloomberg report that the company could be close to finalizing a deal to sell 500 planes to China.

The deal was first reported in August and would be one of Boeing’s largest ever.

According to Bloomberg’s sources, the deal could be officially unveiled when President Trump travels to China at the end of the month. That trip could be delayed given the war in Iran. The deal, sources say, could still fall apart — similar language to when it was first reported on more than six months ago.

Boeing has been on the outside of the Chinese market, in terms of new orders, since 2019 amid escalating US-China trade tensions.

According to Bloomberg’s sources, the deal could be officially unveiled when President Trump travels to China at the end of the month. That trip could be delayed given the war in Iran. The deal, sources say, could still fall apart — similar language to when it was first reported on more than six months ago.

Boeing has been on the outside of the Chinese market, in terms of new orders, since 2019 amid escalating US-China trade tensions.

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Why software shares are withstanding the war jitters

The outbreak of the war in Iran has clearly rattled investors and created a few clear winners — mostly energy stocks — and losers — consumer staples, airlines, and, well, more or else everything else.

But there is one interesting outlier to that Manichaean market dynamic.

Software shares — often the same companies that the market was giving up for dead just a few weeks ago due to overexpectations of an AI-driven disruption — have been holding up remarkably well.

These companies, including Intuit, ServiceNow, Datadog, Snowflake, IBM, Workday, and Oracle, have actually had a pretty decent run since the war started with a combined US-Israeli attack on Iran last weekend.

A new note from RBC Capital’s Rishi Jaluria suggests this isn’t just a fluke. Looking at the performance of software stocks during periods of geopolitical stress and market volatility over the last 10 and 25 years, his team found that software shares appear fairly well insulated when these broader shocks hit. RBC wrote:

“The defensive nature of SaaS models and the mission-critical nature of many core software systems at the enterprise level (e.g., in the absence of mass layoffs that may create seat-based headwinds, geopolitical uncertainty and/or market volatility typically will not cause an enterprise CIO to consider ripping out their ERP, CRM, Cyber systems, etc.”

I briefly got Jaluria on the phone yesterday, and he explained a bit more about why he thinks investors might see software as a decent place to hide out from the current chaos.

“With everything in the Middle East, you have to think about not just oil and gas input prices but also supply chains,” he said. “With software, you’re not really thinking about that.”

In other words, there is no equivalent of a closure of the Strait of Hormuz that software investors have to worry about.

Others suggested that the near-term profitability of these giant software companies — aside from concerns about potential long-term disruption from AI — may look different in the face of the economic uncertainty that seems to be growing with the war, especially after a sell-off that has left them relatively attractively valued.

Mark Moerdler, who covers software stocks for Bernstein Research, says that while the AI worries are clearly real, software companies continue to be highly productive cash cows.

“Everyone is afraid that AI is a massive disruptor, and all these articles you read talk about AI as massive disruptor or the world is ending or whatever,” he said. “You don’t see it in the fundamental numbers of the companies I cover. They are delivering GAAP profits, free cash flow, and they’re good investment ideas.”

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