AI Observation Leader 'Datadog' Executive Cashes Out Billions in Shares While Retaining Significant Stake

Executives at U.S. cloud observability and security platform provider Datadog, Inc. (NASDAQ: DDOG) have recently sold shares worth tens of millions of dollars, according to SEC Form 4 filings. On March 23, Director Amit Agarwal transferred 20,000 Class B common shares to Class A via a family trust and sold the majority in the open market, netting approximately $3.1 million (roughly KRW 4 billion). On the same day, co-founder and CTO Alexis Leclercq converted and sold about 32,000 Class B shares, raising around $4.06 million (approximately KRW 5 billion).

On April 1, Agarwal converted an additional 20,000 Class B shares to Class A under the same trust and sold them at an average price of $120.53 per share, securing about $2.41 million (near KRW 3 billion). That transaction was made under a Rule 10b5-1 trading plan established on December 8, 2025. Following these sales, Leclercq still directly holds roughly 437,000 Class A shares—worth about $56.9 million (around KRW 75 billion)—and, together with their indirect holdings via trusts and spouse accounts, both executives retain substantial stakes in the company.

Meanwhile, on February 10 Datadog reported strong fiscal fourth-quarter and full-year 2025 results, posting Q4 revenue of $953 million, up 29% year over year, and provided guidance for the first quarter and full year 2026. The company is bolstering its cloud and AI workload capabilities by expanding AI-based observability and security features and introducing new offerings such as Bits AI.

Founded in 2010 in New York by French engineers Olivier Pomel and Alexis Leclercq, Datadog is a SaaS provider for cloud application observability. Its platform unifies monitoring of servers, databases, applications, logs and security events in a single interface. The company is a component of both the NASDAQ-100 and the S&P 500 indexes. Leclercq serves as co-founder and CTO, overseeing the company’s technical strategy, while Agarwal—who was Chief Product Officer and President from 2012 to 2024—joined the board in 2025 and leads the product and revenue organizations.