Datadog, Inc. SEC Filings

Datadog (NASDAQ: DDOG) filed a Form 4 revealing that director Amit Agarwal sold 23,058 Class A shares on 06/25/2025 under a Rule 10b5-1 plan adopted 08/16/2024.

The weighted-average sale prices ranged from $129.86 to $132.60, generating roughly $3.0 million in proceeds.

Following the sale, Agarwal’s direct holdings fell to 31,298 shares (-42% from pre-sale) while family trusts retain 8,181 shares.

No derivatives were exercised. The sizeable, pre-planned disposition may weigh on sentiment but reduces information-asymmetry risk.

Datadog, Inc. (DDOG) – Form 144 filing overview

The filing is a Form 144 notice covering the proposed sale of 100,754 Class A common shares of Datadog, Inc. through Morgan Stanley Smith Barney LLC. Based on the filing, the shares have an aggregate market value of US $13.18 million and represent roughly 0.03 % of the 319,498,060 shares outstanding. The transaction is expected to occur on 25 June 2025 on NASDAQ.

Prior insider activity – The document also discloses sales executed during the past three months under a Rule 10b5-1 plan for Olivier Pomel:

• 9 Jun 2025 – 107,365 shares sold for US $13.07 million
• 2 Jun 2025 – 15,227 shares sold for US $1.78 million
• 1 May 2025 – 107,365 shares sold for US $11.35 million
• 7 Apr 2025 – 107,365 shares sold for US $9.38 million

Including the newly proposed transaction, the insider has either sold or plans to sell ~437,000 shares (≈0.14 % of shares outstanding) for gross proceeds exceeding US $49 million within a four-month window.

The filing states that the seller “does not know any material adverse information” and that sales are made pursuant to a pre-arranged Rule 10b5-1 plan, which can mitigate concerns of opportunistic trading. No new operational, earnings, or strategic information is provided in the Form 144; its sole purpose is to notify the market of the intended sale.

Datadog, Inc. (DDOG) – Form 144 insider selling notice

The filing discloses that an insider – identified in the table of prior sales as Amit Agarwal – intends to sell 23,058 Class A common shares through Morgan Stanley Smith Barney on or about 25 June 2025. At the filing’s reference price, the proposed transaction is valued at $3.02 million. The shares represent only 0.007 percent of Datadog’s total 319.5 million shares outstanding, signalling a relatively minor dilution impact.

The same insider has already executed a series of Rule 10b5-1 programmed sales over the past three months, disposing of an additional 150,000 shares for gross proceeds of $16.79 million. Transaction dates were 1 May, 14 May, 28 May and 11 June 2025, with block sizes of 25,000–75,000 shares per trade.

Because Form 144 is a notice, not a definitive sale confirmation, the transaction could still be modified or cancelled. Nevertheless, the disclosure provides visibility into ongoing insider monetisation. Investors typically watch Form 144 filings as a sentiment gauge: multiple sales within a short window may raise questions about management’s view of valuation, although the absolute percentage of ownership being sold here is small and the Form 144 language affirms that no undisclosed adverse information is known to the filer.

Datadog, Inc. (DDOG) Form 4 filing dated 06/23/2025 discloses CFO David M. Obstler’s latest insider transaction.

On 06/18/2025, Obstler exercised 15,000 stock options for Class B shares at an exercise price of $1.55, automatically converting them to an equal number of Class A shares. The option was fully vested and had no cash cost beyond the exercise price.

Immediately after conversion, he sold 15,000 Class A shares on the open market at $130.25 per share under a pre-arranged Rule 10b5-1 trading plan dated 06/12/2024, generating gross proceeds of roughly $1.95 million.

Following the sale, Obstler’s direct ownership stands at 399,270 Class A shares. In addition, a family trust holds 92,397 Class A shares for which he reports indirect beneficial ownership. The Class B to Class A conversion is consistent with Datadog’s dual-class structure that allows voluntary one-for-one conversion at any time.

No other derivative positions were opened or closed, and there is no indication of material company-level events in the filing. The transaction appears to be routine liquidity management rather than a strategic shift in ownership, given the executive’s remaining significant equity stake.

Datadog, Inc. (DDOG) – Form 4 insider transaction

Chief Revenue Officer Sean M. Walters reported the sale of 9,468 Class A common shares on 06/17/2025 at $125 per share, generating approximately $1.18 million in gross proceeds. The disposition was executed under a Rule 10b5-1 trading plan dated 12/10/2024, indicating the transaction was pre-scheduled and not based on contemporaneous, non-public information.

Following the sale, Walters’ direct holdings stand at 221,793 shares; he also reports 8 shares held indirectly “by Son.” No derivative securities transactions were disclosed, and no new awards were granted.

The filing represents routine portfolio diversification by a senior executive rather than a signal of operational change. Given Datadog’s multi-billion-dollar market capitalization, the divestiture equates to a modest percentage of outstanding insider ownership and is unlikely to materially affect the company’s share-price dynamics.

Datadog (NASDAQ: DDOG) filed a Form 4 detailing CFO David M. Obstler’s insider transactions on 17 June 2025.

The filing shows he exercised 20,000 stock options at an exercise price of $1.55 (Class B converting to Class A) and immediately sold 20,000 Class A shares at an average price of $125.25 pursuant to a pre-arranged Rule 10b5-1 trading plan. Gross sale proceeds total roughly $2.5 million.

Following the transactions, Obstler’s direct Class A holdings decreased from 419,270 to 399,270 shares, while he continues to hold 92,397 shares indirectly through the Obstler Children 2019 Trust and retains additional derivative securities. No other equity classes were affected, and there were no new option grants.

This Form 144 filing indicates that a Datadog, Inc. (DDOG) insider – identified in the filing’s sales history as David Obstler – intends to sell 15,000 shares of Class A common stock through Morgan Stanley Smith Barney on or about 18 June 2025. At the filing’s stated market price, the planned sale is valued at $1.87 million.

The filing also discloses that the same insider sold an aggregate 75,016 shares over the last three months under Rule 10b5-1 trading plans, realising approximately $9.0 million in gross proceeds. Combined with the proposed sale, total disposals reach roughly 90,016 shares. Relative to Datadog’s reported 319.5 million Class A shares outstanding, the new transaction represents about 0.005 % of shares and is therefore immaterial to share count and voting power.

Rule 144 and 10b5-1 frameworks signal that the trades were pre-scheduled, mitigating concerns about the insider acting on non-public information. Nonetheless, continued selling by the company’s long-time Chief Financial Officer may be viewed as a modestly negative sentiment indicator by some investors, although the absolute size remains small.