Short Sellers Are Betting Against the Stock Market in Record Numbers. Could an Iran Deal Cause Them More Pain?

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By Rich Duprey Published
Short Sellers Are Betting Against the Stock Market in Record Numbers. Could an Iran Deal Cause Them More Pain?

© 24/7 Wall St // Sean Gallup / Getty Images News via Getty Images

The stock market’s comeback in 2026 has been nothing short of remarkable. Just eight weeks ago, the S&P 500 was staring down one of its weakest starts to a year in modern history after falling 7% year-to-date by March 30. Fast forward to today, and the benchmark index has ripped about 17% higher from those lows, climbed back to fresh all-time highs, and now sits up roughly 10% for the year. Eight straight weeks of gains have investors asking the obvious question: what exactly is fueling this rally — and can it last?

Surprisingly, one of the biggest forces behind the rebound may be the very investors betting against it.

Wall Street’s Bearish Bets Keep Growing

According to data compiled by Goldman Sachs and FactSet, short interest across U.S. equities has climbed to its highest level since the 2008 financial crisis. Even more striking, bearish positioning today is roughly double the level seen during the 2020 pandemic panic.

That creates an unusual backdrop for a rally. Normally, rising short interest reflects growing concern over slowing economic growth, elevated inflation, or stretched stock valuations. And to be fair, investors have plenty of reasons to worry.

Inflation has remained stubbornly above the Federal Reserve’s target. Oil prices surged above $100 per barrel. Consumer confidence readings remain a historic lows. Yet stocks keep climbing.

Why? Because markets trade on expectations — not headlines. And right now, traders are increasingly betting that tensions between the U.S. and Iran may finally be cooling.

A detailed financial infographic showing the S&P 500 rebound in 2026, featuring charts on stock performance, short interest levels, and falling oil prices due to an Iran deal.
Wall Street bet on a crash, but a historic short squeeze and plunging oil prices just sent the S&P 500 to fresh all-time highs. © 24/7 Wall St.

The Iran Deal Is Driving Oil Prices Lower

Iranian state media announced preliminary details this morning surrounding a proposed memorandum of understanding between the U.S. and Iran that would begin a 60-day negotiation period toward a broader peace agreement.

The proposed framework reportedly includes:

  • U.S. military forces withdrawing from the vicinity of Iran
  • The U.S. Navy lifting its blockade of the Strait of Hormuz
  • Iran restoring commercial shipping traffic through the Strait to pre-war levels within one month
  • Military vessels excluded from the agreement
  • Iran and Oman jointly managing shipping routes
  • A final agreement potentially becoming a binding United Nations Security Council resolution within 60 days

That matters because roughly 20% of the world’s oil supply passes through the Strait of Hormuz. Any threat to that flow immediately impacts global energy prices.

The market reaction was swift. Brent crude, which traded above $100 per barrel days ago, dropped below $95 this morning. West Texas Intermediate crude fell from over $102 last week to as low as $88 today.

Lower oil prices ease inflation pressures. Lower inflation increases the odds of Federal Reserve rate cuts. And lower rates tend to support higher stock valuations — particularly for technology and growth stocks that have powered much of this rally.

In other words, the market is pricing in a best-case scenario before a final deal even exists.

Investors Should Keep Expectations Grounded

Granted, progress toward peace is always preferable to conflict, and reduced geopolitical risk is positive for global markets and consumers alike. But sharp investors should also remember how fragile these negotiations can be.

Previous diplomatic frameworks involving Iran have fallen apart quickly. Even if this memorandum were signed immediately — which it likely won’t be — commercial oil flows would still take at least 30 days to normalize under the proposal itself. Meanwhile, Saudi Aramco’s CEO recently warned that broader oil supply normalization could stretch into 2027. That’s a long runway for unexpected setbacks.

At the same time, record short interest could continue fueling the rally in the near term. When bearish investors are forced to buy back positions as markets rise, it creates a short squeeze, adding even more momentum to stocks.

That said, markets built on optimism can reverse quickly when expectations change.

Key Takeaway

The stock market’s latest rally is being driven by a powerful mix of short-covering, falling oil prices, and renewed hopes for peace between the U.S. and Iran. The S&P 500’s 17% rebound from its March lows shows just how quickly sentiment can shift on Wall Street. But investors should avoid confusing optimism with certainty.

The proposed Iran agreement remains only a framework, oil supplies will not normalize overnight, and geopolitical negotiations rarely move in a straight line. When all is said and done, smart investors should welcome signs of de-escalation while resisting the urge to bet heavily on outcomes that remain far from guaranteed.

Photo of Rich Duprey
About the Author Rich Duprey →

After two decades of patrolling the dark corners of suburbia as a police officer, Rich Duprey hung up his badge and gun to begin writing full time about stocks and investing. For the past 20 years he’s been cruising the markets looking for companies to lock up as long-term holdings in a portfolio while writing extensively on the broad sectors of consumer goods, technology, and industrials. Because his experience isn’t from the typical financial analyst track, Rich is able to break down complex topics into understandable and useful action points for the average investor. His writings have appeared on The Motley Fool, InvestorPlace, Yahoo! Finance, and Money Morning. He has been featured in both U.S. and international publications, including MarketWatch, Financial Times, Forbes, Fast Company, and USA Today.

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