Michael James Callahan - Dec 2, 2021 Form 4 Insider Report for Datadog, Inc. (DDOG)

Role: Director
Signature: Michael James Callahan, by /s/ Ron A. Metzger, Attorney-in-Fact
Stock symbol: DDOG
Transactions as of: Dec 2, 2021
Transactions value $: $0
Form type: 4
Date filed: 12/6/2021, 06:34 PM
Previous filing: Nov 9, 2021
Next filing: Jun 6, 2022

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	DDOG	Class A Common Stock	Conversion of derivative security	$0	+1.75K	+21.67%	$0.00	9.83K	Dec 2, 2021	Direct	F1
transaction	DDOG	Class A Common Stock	Conversion of derivative security	$0	+12.5K		$0.00	12.5K	Dec 6, 2021	By Trust	F1, F2
transaction	DDOG	Class A Common Stock	Gift	$0	-250	-2%	$0.00	12.2K	Dec 6, 2021	By Trust	F2

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	DDOG	Stock Option (Right to Buy)	Options Exercise	$0	-1.75K	-22.06%	$0.00	6.18K	Dec 2, 2021	Class B Common Stock	1.75K	$0.91	Direct	F3
transaction	DDOG	Class B Common Stock	Options Exercise	$0	+1.75K		$0.00	1.75K	Dec 2, 2021	Class A Common Stock	1.75K		Direct	F1
transaction	DDOG	Class B Common Stock	Conversion of derivative security	$0	-1.75K	-100%	$0.00^*	0	Dec 2, 2021	Class A Common Stock	1.75K		Direct	F1
transaction	DDOG	Class B Common Stock	Gift	$0	-87.5K	-100%	$0.00^*	0	Dec 3, 2021	Class A Common Stock	87.5K		By GRAT	F1, F4
transaction	DDOG	Class B Common Stock	Gift	$0	-87.5K	-100%	$0.00^*	0	Dec 3, 2021	Class A Common Stock	87.5K		By GRAT	F1, F5
transaction	DDOG	Class B Common Stock	Gift	$0	+18.9K	+5.24%	$0.00	381K	Dec 3, 2021	Class A Common Stock	18.9K		By Trust	F1, F2, F6
transaction	DDOG	Class B Common Stock	Conversion of derivative security	$0	-12.5K	-3.28%	$0.00	368K	Dec 6, 2021	Class A Common Stock	12.5K		By Trust	F1, F2

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	Each share of Class B Common Stock is convertible at any time at the option of the Reporting Person into one share of Class A Common Stock and has no expiration date. Each share of Class B Common Stock will convert automatically into one share of Class A Common Stock upon the earliest of: (i) any transfer, whether or not for value, except for certain "Permitted Transfers" as defined in the Issuer's amended and restated certificate of incorporation, (ii) the death of the Reporting Person in the case of shares held directly or in a trustee capacity, and (iii) the tenth anniversary of the Issuer's initial public offering of its Class A Common Stock.
F2	The Shares are held by The Callahan-Thernstrom Family Trust, of which Reporting Person is Trustee.
F3	Fully vested an exercisable.
F4	Shares are held directly by The Melanie Thernstrom Grantor Retained Annuity Trust, of which Reporting Person's spouse is Trustee.
F5	Shares are held by The Michael Callahan Grantor Retained Annuity Trust, of which Reporting Person is Trustee.
F6	Is comprised of 9,470 shares received from each of The Melanie Thernstrom Grantor Retained Annuity Trust and The Michael Callahan Grantor Retained Annuity Trust in distributions to The Callahan-Thernstrom Family Trust.