Datadog CTO Agarwal Sells Approximately 90,000 Shares After Class B Conversion

Datadog (Nasdaq: DDOG) Chief Technology Officer (CTO) Alexis Le-Quoc and insider Amit Agarwal converted Class B common shares to Class A in June and subsequently sold a combined total of approximately 90,000 Class A common shares in open-market transactions.[1][2][3] Both executed these trades under pre-established SEC Rule 10b5-1 trading plans, and even after the substantial disposals, they continue to maintain significant holdings through family trusts and direct ownership.[1][2][3]

Key Transaction Overview

Item	Date	Insider	Transaction Type	Shares Converted (B→A)	Shares Sold (A)	Price Range (USD)	Notes
[1]	2026-06-18	Amit Agarwal	Convert & Sell	20,000	22,000	~216–225	10b5-1 Plan (2026-03-13)
[2]	2026-06-22	Alexis Le-Quoc CTO	Convert & Sell	43,224	44,724	~217.13–227.41	10b5-1 Plan (2025-06-13)
[3]	2026-06-25	Amit Agarwal	Convert & Sell	20,000	24,000	~214.52–223.23	10b5-1 Plan (2026-03-13)

All transactions involved cost-free conversions of Class B shares into Class A shares, followed by staggered sales at multiple price levels on the same day.[1][2][3] The price bands concentrated between roughly $214 and $227 per share, indicating that insider liquidity events were anchored within this trading range.[1][2][3]

Amit Agarwal: Sale of 46,000 Shares in Two Rounds

Amit Agarwal, an insider holding Datadog shares via family trusts and his spouse, converted and sold a total of 46,000 Class A common shares across two transactions on June 18 and June 25, each following a 20,000-share conversion from Class B to Class A.[1][3]

On June 18, he converted 20,000 Class B shares to Class A (at $0 conversion cost) and sold 22,000 Class A shares in multiple tranches:[1]

Date	Action	Shares	Price per Share (USD)	Amount (USD)
2026-06-18	Convert	20,000	0	0
2026-06-18	Sell	600	216.4116	129,846.96
2026-06-18	Sell	1,900	217.4001	413,060.19
2026-06-18	Sell	1,100	218.8825	240,770.75
2026-06-18	Sell	2,100	219.8641	461,714.61
2026-06-18	Sell	3,960	220.7075	873,999.00
2026-06-18	Sell	4,640	221.7286	1,028,970.00
2026-06-18	Sell	5,138	222.7334	1,144,852.00
2026-06-18	Sell	462	223.5042	103,241.00
2026-06-18	Sell	100	224.87	22,487.00

This transaction was executed under a Rule 10b5-1 trading plan established on March 13, 2026, classifying it as a pre-planned disposal unrelated to any material nonpublic information.[1] As of that date, Agarwal retained substantial Class A and Class B holdings through his spouse and various family trusts.[1]

On June 25, Agarwal again converted 20,000 Class B shares to Class A and sold an additional 24,000 Class A shares:[3]

Date	Action	Shares	Price per Share (USD)	Amount (USD)
2026-06-25	Convert	20,000	0	0
2026-06-25	Sell	600	214.5167	128,710.02
2026-06-25	Sell	900	216.03	194,427.00
2026-06-25	Sell	1,000	216.926	216,926.00
2026-06-25	Sell	1,433	218.3927	313,039.57
2026-06-25	Sell	2,277	219.2509	499,138.05
2026-06-25	Sell	5,426	220.2848	1,195,207.08
2026-06-25	Sell	3,946	221.1868	872,652.73
2026-06-25	Sell	3,903	222.1599	867,820.50
2026-06-25	Sell	515	223.2321	114,963.52

This second sale also followed the March 13, 2026 Rule 10b5-1 plan. After the conversion and sale, one trust’s direct Class A holding was reduced to 1,640 shares, while other trusts, spouse holdings, and numerous Class B shares (convertible to Class A) remained intact.[3]

According to the Form 4 filed on June 18, Agarwal’s indirect holdings after these consecutive transactions were:[1]

Holding Vehicle	Shares Held (Balance)
Class A Common – Spouse	42,976
Class A Common – Trust (Block 1)	1,640
Class A Common – Trust (Block 2)	6,541
Class A Common – Trust (Large Position)	593,464
Class B Common – Direct/Other	29,071
Class B Common – Trust	350,059

These dispositions underscore that Agarwal’s sales were driven primarily by liquidity needs and share-class rebalancing, while his economic stake in Datadog remains substantial.[1][3]

CTO Alexis Le-Quoc: Over 44,700 Shares Sold, Still Holding Over 6.6 Million Shares

On June 22, CTO Alexis Le-Quoc converted 43,224 Class B shares into Class A shares and sold 44,724 Class A shares in multiple tranches on the same day.[2] This sale was executed under a Rule 10b5-1 trading plan entered into on June 13, 2025.[2]

Date	Action	Shares	Price per Share (USD)
2026-06-22	Convert	43,224	0
2026-06-22	Sell	2,800	217.1258
2026-06-22	Sell	3,300	218.1417
2026-06-22	Sell	7,903	219.1029
2026-06-22	Sell	2,977	220.1371
2026-06-22	Sell	14,844	221.2817
2026-06-22	Sell	4,076	222.1186
2026-06-22	Sell	2,124	223.0964
2026-06-22	Sell	1,600	224.1378
2026-06-22	Sell	1,400	225.3077
2026-06-22	Sell	1,700	226.4137
2026-06-22	Sell	500	227.412

While the Form 4 summary provides approximate tranche amounts only, the disclosure indicates a total sale proceeds figure of “roughly $9.9–$10.2 million,” confirming the aggregate was in the low tens of millions, not hundreds.[2]

After this transaction, Le-Quoc’s holdings break down as follows:[2]

Holding Vehicle	Shares Held (Balance)
Class A Common – Direct Ownership	509,805
Class A Common – Alexis Le-Quoc Revocable Trust (Indirect)	6,146,835

The trust’s balance of 6,146,835 shares includes the 43,224 Class A shares converted in this transaction, meaning Le-Quoc retains an economic interest exceeding 6.6 million shares post-sale.[2]

Significance of Insider Sales

These Form 4 filings illustrate that Datadog’s key executives and insiders have been executing sizable liquidity events under pre-set 10b5-1 plans within a price range of the high $210s to mid-$220s per share.[1][2][3] All three filings also involved Class B to Class A conversions, suggesting a gradual shift in the voting-share structure and an increase in the float of Class A shares.[1][2][3] Nonetheless, both Agarwal and Le-Quoc maintain multi-million-share positions—whether in Class A or convertible Class B shares—indicating these transactions were driven by planned partial profit realization and share-class rebalancing rather than a broad reduction of their stakes.[1][2][3]