Insider Selling: Datadog (NASDAQ:DDOG) CFO Sells $4,360,689.45 in Stock

Datadog, Inc. (NASDAQ:DDOG) CFO David Obstler sold 16,323 shares of the firm’s stock in a transaction that occurred on Tuesday, June 2nd. The stock was sold at an average price of $267.15, for a total value of $4,360,689.45. Following the completion of the sale, the chief financial officer directly owned 509,591 shares in the company, valued at approximately $136,137,235.65. This trade represents a 3.10% decrease in their position. The sale was disclosed in a legal filing with the SEC, which is accessible through this hyperlink. The sale was made to cover tax withholding obligations related to the vesting of equity awards.

Datadog Trading Down 3.9%

Shares of NASDAQ DDOG opened at $234.11 on Friday. The company has a market cap of $83.33 billion, a price-to-earnings ratio of 616.10, a price-to-earnings-growth ratio of 25.07 and a beta of 1.56. Datadog, Inc. has a 12-month low of $98.01 and a 12-month high of $278.70. The company has a current ratio of 3.40, a quick ratio of 3.40 and a debt-to-equity ratio of 0.25. The stock’s 50 day simple moving average is $167.10 and its 200 day simple moving average is $145.28.

Datadog (NASDAQ:DDOG) last announced its earnings results on Thursday, May 7th. The company reported $0.60 earnings per share for the quarter, beating the consensus estimate of $0.51 by $0.09. The firm had revenue of $1.01 billion for the quarter, compared to the consensus estimate of $960.12 million. Datadog had a return on equity of 4.83% and a net margin of 3.69%.The firm’s revenue for the quarter was up 32.1% on a year-over-year basis. During the same quarter in the previous year, the business earned $0.46 EPS. Datadog has set its FY 2026 guidance at 2.360-2.440 EPS and its Q2 2026 guidance at 0.570-0.590 EPS. Equities research analysts expect that Datadog, Inc. will post 0.61 EPS for the current year.

Key Headlines Impacting Datadog

Here are the key news stories impacting Datadog this week:

• Positive Sentiment: Datadog’s recent earnings and outlook remain solid, with Q1 revenue rising 32.1% year over year, EPS beating estimates, and management guiding for continued growth. Analyst coverage is still broadly constructive, and several firms have recently raised price targets.
• Positive Sentiment: Recent commentary has framed Datadog as a beneficiary of renewed interest in AI-related software, which may be helping support longer-term investor sentiment. Software sector rebound report
• Neutral Sentiment: Datadog also presented at the Bank of America 2026 Global Technology Conference, but the headline does not indicate a major new catalyst. Bank of America conference transcript
• Negative Sentiment: Multiple Datadog insiders sold shares in recent filings, including CTO Alexis Le-Quoc, CEO Olivier Pomel, COO Adam Blitzer, CFO David M. Obstler, CRO Sean Michael Walters, and General Counsel Kerry Acocella. Most sales were tied to 10b5-1 plans or tax withholding on equity vesting, but the broad cluster of insider selling can still weigh on sentiment. SEC insider filing
• Negative Sentiment: A separate report said insiders sold about $90 million of Datadog shares over the past year, reinforcing concerns that management may see limited near-term upside after the stock’s strong run. Datadog insiders sold US$90m of shares suggesting hesitancy

Analysts Set New Price Targets

DDOG has been the topic of several recent analyst reports. Rothschild & Co Redburn initiated coverage on Datadog in a research note on Thursday, April 23rd. They set a “buy” rating and a $170.00 target price on the stock. Stifel Nicolaus set a $305.00 target price on Datadog in a research note on Thursday, May 7th. Royal Bank Of Canada lifted their target price on Datadog from $219.00 to $250.00 and gave the company an “outperform” rating in a research note on Friday, May 29th. BTIG Research lifted their target price on Datadog from $212.00 to $255.00 and gave the company a “buy” rating in a research note on Tuesday, May 26th. Finally, Sanford C. Bernstein lifted their target price on Datadog from $167.00 to $180.00 and gave the company an “outperform” rating in a research note on Friday, May 8th. One equities research analyst has rated the stock with a Strong Buy rating, forty have given a Buy rating, one has assigned a Hold rating and two have given a Sell rating to the stock. According to data from MarketBeat, the company currently has an average rating of “Moderate Buy” and an average target price of $219.69.

Hedge Funds Weigh In On Datadog

A number of hedge funds have recently modified their holdings of the stock. Elevation Point Wealth Partners LLC grew its holdings in shares of Datadog by 3.3% in the 3rd quarter. Elevation Point Wealth Partners LLC now owns 1,697 shares of the company’s stock worth $242,000 after acquiring an additional 55 shares during the last quarter. Chicago Partners Investment Group LLC grew its holdings in shares of Datadog by 1.6% in the 4th quarter. Chicago Partners Investment Group LLC now owns 4,778 shares of the company’s stock worth $622,000 after acquiring an additional 73 shares during the last quarter. Vivaldi Capital Management LP grew its holdings in shares of Datadog by 2.8% in the 3rd quarter. Vivaldi Capital Management LP now owns 2,689 shares of the company’s stock worth $383,000 after acquiring an additional 74 shares during the last quarter. Westside Investment Management Inc. grew its holdings in shares of Datadog by 74.3% in the 3rd quarter. Westside Investment Management Inc. now owns 176 shares of the company’s stock worth $27,000 after acquiring an additional 75 shares during the last quarter. Finally, State of Wyoming grew its holdings in shares of Datadog by 4.1% in the 1st quarter. State of Wyoming now owns 1,946 shares of the company’s stock worth $230,000 after acquiring an additional 76 shares during the last quarter. 78.29% of the stock is currently owned by institutional investors and hedge funds.

About Datadog

Datadog (NASDAQ: DDOG) is a cloud-based monitoring and observability platform that helps organizations monitor, troubleshoot and secure their applications and infrastructure at scale. Its software-as-a-service offering collects and analyzes metrics, traces and logs from servers, containers, cloud services and applications to provide real-time visibility into system performance and health. Datadog’s platform is widely used by engineering, operations and security teams to reduce downtime, accelerate incident response and improve application reliability.

The company’s product suite includes infrastructure monitoring, application performance monitoring (APM), log management, real user monitoring (RUM), synthetic monitoring and network performance monitoring, along with security-focused products such as security monitoring and cloud SIEM.