Stock Markets February 27, 2026

Software Stocks Slide to Dotcom-Era Levels as AI-Related Pressure Mounts

Jefferies flags largest software underperformance versus S&P 500 since the dotcom bust as valuations compress and AI-driven concerns weigh

By Ajmal Hussain
Software Stocks Slide to Dotcom-Era Levels as AI-Related Pressure Mounts

Jefferies analyst Desh Peramunetilleke says U.S. software shares have tumbled to levels of underperformance not seen since the dotcom crash. The S&P 500 software sector is down 20% year-to-date and has lagged the broader index by more than 35% since the end of July 2025. Valuation multiples have fallen from 33x to 21x earnings as investors react to AI-related disruption and company-specific news.

Key Points

  • S&P 500 software sector is down 20% year-to-date and has underperformed the broader index by more than 35% since end of July 2025.
  • Jefferies says the last comparable level of sector weakness was during the dotcom bust, when 12-month underperformance exceeded 40%; today the 12-month underperformance is about 30%.
  • Valuations compressed from 33 times earnings to 21 times, now roughly in line with the broader market; Japanese and regional software shares have experienced steeper declines (Japan >25%, APxJ and developed Europe ~18%).

Jefferies analyst Desh Peramunetilleke told clients that the decline in U.S. software equities has reached a degree of relative weakness last observed in the wake of the dotcom bust. According to the note, the S&P 500 software sector has lost 20% so far this year and has underperformed the broader S&P 500 index by more than 35% since the end of July 2025.

The firm compared the current relative move to the dotcom period, noting that the previous episode saw the sector’s 12-month underperformance peak at in excess of 40%. Jefferies contrasted that earlier peak with what it described as roughly a 30% 12-month underperformance today.

Peramunetilleke’s note traced the deterioration to a period of weakening that began in August 2025, but highlighted a particularly severe single-day turn on January 29 when the sector fell about 7% in one session. Jefferies said that subsequent waves of negative developments - which the firm cited as including product releases and pessimistic media coverage - have continued to pressure software valuations despite some modest recovery since the sharp drop.

The analyst firm extended the observation beyond the U.S., stating that Japanese software equities are down more than 25% this year, while software stocks across APxJ and developed Europe have declined on the order of 18%.

Jefferies also pointed to pressure in other service-heavy U.S. industries, naming financial services, commercial services and certain consumer sectors as experiencing strain related to AI developments.

On valuation, the note documents a compression in software price-to-earnings multiples from 33 times to 21 times, a level Jefferies says now sits in line with the broader market. Peramunetilleke cautioned that, because of revenue and margin risks, historical valuation premiums for the software sector may no longer be justified and that the sector could even trade at a discount as AI-driven disruption becomes clearer.


Context limitations: The note presents Jefferies’ view and the specific data points cited above; it does not provide additional company-level detail or timelines beyond those figures.

Risks

  • Revenue and margin uncertainty in software companies could justify lower valuation multiples, potentially pushing the sector to trade at a discount.
  • Continued negative newsflow, including product release reactions and pessimistic coverage, may prolong pressure on software valuations.
  • AI-related strain is affecting service-heavy industries beyond software, including financial services, commercial services and certain consumer sectors, creating cross-sector uncertainty.

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