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As summer fades and trading desks return to full strength, financial media and market participants routinely shift their attention toward the calendar. September and October carry a legendary reputation on Wall Street. Together, this period is often referred to as the Autumn Anomaly or the Fall Volatility Window—the infamous setup for the old adage, “Sell in May and go away,” which concludes as investors prepare to re-enter ahead of the year-end Q4 rally. I have referred to that saying for decades. However, treating September and October as a single risk period misses a crucial distinction. Historically, these two months exhibit fundamentally different personalities: September is a steady, statistical grind down, while October is a high-volatility “bear killer” that terrifies investors before frequently establishing major market bottoms. Here’s more on both months…
The September Effect — The Statistical Grind
Unlike single historical crises that hit out of nowhere, the “September Effect” is a persistent, structural drag observed across nearly a century of market history. The Long-Term Record: Since 1928, the S&P 500 has averaged a loss of approximately 1.0% in September, making it statistically the worst-performing month of the year and the only month with a consistently negative average over long-term multi-decade horizons. Historically, stocks finish September in positive territory less than 45% of the time. Two established catalysts contribute to this historical stock market behavior. One, as Wall Street returns from summer breaks, trading volume surges. Institutional managers actively clean house, shedding underperforming assets accumulated earlier in the year. Secondly, mutual funds take unique action typically during this period. A significant portion of mutual funds end their fiscal year on October 31. Consequently, September becomes prime territory for tax-loss harvesting and portfolio “window dressing” ahead of mandatory disclosures.
One of the most informative research tools I use is the Stock Trader’s Almanac. It’s been a useful resource since 1968 delivering historic investment insights. Here’s what the STA says about September:
◆ Portfolio managers back after Labor Day tend to clean house in September ◆ Biggest % loser on the S&P, Dow and NASDAQ since 1950 ◆ Streak of four great Dow Septembers averaging 4.2% gains ended in 1999 with six losers in a row averaging –5.9%, up four straight 2005–2007, down 6% in 2008 and 2011, up 7.7% in 2010, down big in four of last five years ◆ Day after Labor Day Dow down 13 of last 16 ◆ S&P opened strong 18 of last 30 years but tends to close weak due to end-of-quarter mutual fund portfolio restructuring, last trading day: S&P down 18 of past 28 ◆ September Triple-Witching Week can be dangerous; week after is pitiful.
The October Effect — Perception vs. Reality
If September is a slow burn, October is a flashpoint. Wall Street folklore views October with dread due to its historical association with historic market panics. Yet, the data tells a much more nuanced story.
Here’s the Stock Trader’s Almanac on October:
◆ Beware “Octoberphobia” from crashes in 1929, 1987, 554-point drop October 27, 1997, back-to-back massacres 1978 and 1979, Friday the 13th 1989 and the 2008 meltdown ◆ Yet October is a “Bear Killer” and turned the tide in 13 post-WWII bear markets: 1946, 1957, 1960, 1962, 1966, 1974, 1987, 1990, 1998, 2001, 2002, 2011, and 2022 ◆ First October Dow top in 2007 ◆ Worst six months of the year ends with October ◆ No longer worst month ◆ Best Dow, S&P and NASDAQ month from 1993 to 2007 ◆ Midterm election year Octobers since 1950, #1 Dow (+3.2), #1 S&P (+3.0%) and #2 NASDAQ (+3.2%) ◆ October is a great time to buy ◆ Big October Dow gains five years 1999–2003 after atrocious Septembers ◆ Enter Best Six Months earlier using MACD ◆ October 2022, best Dow month by points, up over 4000 (+14.0%).
Below are history’s worst bear markets and why the stock market has given October a bad name…
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