CALLAHAN MICHAEL JAMES sold 88.2% of their position (112.50K shares) of DATADOG, INC. on the open market

Open‑market sale worth $26.06M — a major position exit. Review remaining holdings and any 10b5‑1 plan disclosures.

S · 9 sales

CALLAHAN MICHAEL JAMES

Filed: 6/16/2026ACC: 0001561550-26-000205

InsiderCALLAHAN MICHAEL JAMESCIK 1784030

→

IssuerDATADOG, INC.CIK 1561550

Director

Since Sep 2019

-111.43K

Net shares

Net seller

$26.06M

Total sold

Open market trades

0B · 9S

Total transactions

113.57K acquired · 225K disposed

Non-Derivative Transactions11

Class A Common Stock

Indirect

C · Conversion

+112.50K

Price / share

—

Trade value

—

% of position

750.2%

6/12/2026

15K→127.50K

Class A Common Stock

Indirect

S · Sale

−6.71K

Price / share

$228.31

Trade value

$1.53M

% of position

5.3%

6/12/2026

127.50K→120.78K

Class A Common Stock

Indirect

S · Sale

−11.28K

Price / share

$229.50

Trade value

$2.59M

% of position

9.3%

6/12/2026

120.78K→109.50K

Class A Common Stock

Indirect

S · Sale

−28.70K

Price / share

$230.06

Trade value

$6.60M

% of position

26.2%

6/12/2026

109.50K→80.80K

Class A Common Stock

Indirect

S · Sale

−14.17K

Price / share

$231.30

Trade value

$3.28M

% of position

17.5%

6/12/2026

80.80K→66.62K

Class A Common Stock

Indirect

S · Sale

−18.83K

Price / share

$232.31

Trade value

$4.37M

% of position

28.3%

6/12/2026

66.62K→47.79K

Class A Common Stock

Indirect

S · Sale

−12.01K

Price / share

$233.37

Trade value

$2.80M

% of position

25.1%

6/12/2026

47.79K→35.79K

Class A Common Stock

Indirect

S · Sale

−16.14K

Price / share

$234.10

Trade value

$3.78M

% of position

45.1%

6/12/2026

35.79K→19.64K

Class A Common Stock

Indirect

S · Sale

−2.90K

Price / share

$235.49

Trade value

$683.16K

% of position

14.8%

6/12/2026

19.64K→16.74K

Class A Common Stock

Indirect

S · Sale

−1.75K

Price / share

$236.20

Trade value

$412.41K

% of position

10.4%

6/12/2026

16.74K→15K

Class A Common Stock

Direct

A · Award

+1.07K

Price / share

—

Trade value

—

% of position

5.5%

6/15/2026

19.61K→20.68K

Total

Net shares

+1.07K

Net value

-$26.06M

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Class A Common Stock Indirect	6/12/2026	C · Conversion	+112.50K	—	—	750.2%	15K	127.50K
Class A Common Stock Indirect	6/12/2026	S · Sale	−6.71K	$228.31	$1.53M	5.3%	127.50K	120.78K
Class A Common Stock Indirect	6/12/2026	S · Sale	−11.28K	$229.50	$2.59M	9.3%	120.78K	109.50K
Class A Common Stock Indirect	6/12/2026	S · Sale	−28.70K	$230.06	$6.60M	26.2%	109.50K	80.80K
Class A Common Stock Indirect	6/12/2026	S · Sale	−14.17K	$231.30	$3.28M	17.5%	80.80K	66.62K
Class A Common Stock Indirect	6/12/2026	S · Sale	−18.83K	$232.31	$4.37M	28.3%	66.62K	47.79K
Class A Common Stock Indirect	6/12/2026	S · Sale	−12.01K	$233.37	$2.80M	25.1%	47.79K	35.79K
Class A Common Stock Indirect	6/12/2026	S · Sale	−16.14K	$234.10	$3.78M	45.1%	35.79K	19.64K
Class A Common Stock Indirect	6/12/2026	S · Sale	−2.90K	$235.49	$683.16K	14.8%	19.64K	16.74K
Class A Common Stock Indirect	6/12/2026	S · Sale	−1.75K	$236.20	$412.41K	10.4%	16.74K	15K
Class A Common Stock Direct	6/15/2026	A · Award	+1.07K	—	—	5.5%	19.61K	20.68K
Total			+1.07K		-$26.06M

Derivative Transactions1

Class B Common Stock

Indirect

C · Conversion

Converts to

Class A Common Stock

112.50K shares

−112.50K

Strike price

Held after

123.04K

Exercisable

—

6/12/2026

Security	Converts To	Date	Type	Shares	Strike Price	Exercisable	Held After
Class B Common Stock Indirect	Class A Common Stock112.50K shares	6/12/2026	C · Conversion	−112.50K		—	123.04K