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Clash of Titans: Institutional Bulls Battle Insider Bears on Datadog

Robert Sasse by Robert Sasse
November 17, 2025
in Analysis, Earnings, Insider Trading, Tech & Software, Trading & Momentum
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A dramatic tug-of-war is unfolding around Datadog shares, pulled in opposite directions by powerful market forces. On one side, major financial institutions are aggressively building their stakes, while on the other, corporate insiders are retreating with multimillion-dollar stock sales. These seismic shifts follow an unexpectedly strong quarterly earnings report, leaving investors to wonder which trend will ultimately prevail.

Stellar Earnings Fuel the Fire

The conflict emerges against a backdrop of impressive financial performance. Datadog’s latest quarterly results delivered powerful ammunition for bullish investors, with adjusted earnings of $0.55 per share substantially exceeding the $0.45 consensus estimate. Revenue climbed to $885.65 million, representing robust year-over-year growth of 28.4%.

This strong showing prompted management to raise their full-year guidance, now projecting revenue could reach up to $3.39 billion with earnings per share expected between $2.00 and $2.02. The positive surprise ignited fresh enthusiasm across Wall Street.

Analyst Optimism Reaches Fever Pitch

Financial institutions responded swiftly to the earnings beat with a wave of upgraded assessments:

  • Citigroup boosted its price target from $170 to $230
  • Cantor Fitzgerald raised its target from $179 to $220
  • JPMorgan Chase significantly increased its outlook from $140 to $200

The average price target among analysts now stands at $207.38, accompanied by a “Moderate Buy” rating. This collective optimism reflects growing confidence in the cloud monitoring platform’s trajectory.

The Institutional Vote of Confidence

Major investment houses are putting substantial capital behind their optimistic views. Goldman Sachs dramatically expanded its position during the first quarter by an astonishing 259.7%, accumulating 8.66 million shares. Meanwhile, Banco Bilbao Vizcaya Argentaria reduced its exposure by 15.3%, representing a contrasting approach.

Should investors sell immediately? Or is it worth buying Datadog?

Overall, institutional investors control a commanding 78.29% of Datadog shares—a significant indicator of long-term confidence in the company’s strategic direction and market position.

Insider Selling Raises Eyebrows

While institutional money flows in, company executives are moving in the opposite direction through substantial disposals:

  • Chief Technology Officer Alexis Le-Quoc disposed of 53,912 shares worth over $10.67 million
  • Chief Executive Officer Olivier Pomel sold 62,682 shares valued at $10.27 million
  • Director Matthew Jacobson realized approximately $87 million from his transactions

Within a 90-day window, nearly 2.0 million shares worth $303 million changed hands from insider selling. With insiders now holding just 8.70% of outstanding shares, market participants are questioning whether company leadership possesses insights the broader market has yet to recognize.

Valuation Concerns Linger Beneath the Surface

Despite impressive share performance—including a 22.39% surge over the past month and a 46.73% advance over twelve months—valuation metrics remain stretched. A price-to-earnings ratio approaching 600 speaks volumes about the growth expectations already priced into the stock. With a market capitalization of $64.88 billion, Datadog navigates treacherous waters between cloud sector expansion and valuation risk.

The central question confronting investors: Does 28.4% revenue growth provide sufficient foundation to justify such astronomical multiples? The ongoing battle between institutional buyers and selling insiders will likely provide the answer.

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Tags: Datadog
Robert Sasse

Robert Sasse

About Dr. Robert Sasse Accomplished economist, entrepreneur, and profound expert in financial markets. Dr. Robert Sasse holds a doctorate in economics and combines academic rigor with practical entrepreneurial experience. His deep expertise in economic relationships and unwavering conviction for a free-market liberal economic order drives his mission to provide investors with well-founded knowledge and guidance.
Areas of Expertise:
  • Economic Theory and Practice
  • Free-Market Economics
  • Entrepreneurship and Business Strategy
  • Investment Philosophy
Dr. Sasse's unique combination of academic knowledge and real-world business experience enables him to provide investors with comprehensive insights that bridge theory and practice.

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