Adrian McDermott - Sep 15, 2022 Form 4 Insider Report for Zendesk, Inc. (ZEN)

Role: Chief Technology Officer
Signature: /s/ Albert Yeh via Power-of-Attorney for Adrian McDermott
Stock symbol: ZEN
Transactions as of: Sep 15, 2022
Transactions value $: -$61,590
Form type: 4
Date filed: 9/19/2022, 06:21 PM
Previous filing: Sep 12, 2022
Next filing: Oct 18, 2022

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	ZEN	Common Stock	Options Exercise		+504	+0.53%		94.9K	Sep 15, 2022	Direct	F1
transaction	ZEN	Common Stock	Tax liability	-$19.2K	-250	-0.26%	$76.70	94.6K	Sep 15, 2022	Direct	F2
transaction	ZEN	Common Stock	Options Exercise		+408	+0.43%		95K	Sep 15, 2022	Direct	F1
transaction	ZEN	Common Stock	Tax liability	-$15.6K	-203	-0.21%	$76.70	94.8K	Sep 15, 2022	Direct	F2
transaction	ZEN	Common Stock	Options Exercise		+295	+0.31%		95.1K	Sep 15, 2022	Direct	F1
transaction	ZEN	Common Stock	Tax liability	-$11.3K	-147	-0.15%	$76.70	95K	Sep 15, 2022	Direct	F2
transaction	ZEN	Common Stock	Options Exercise		+408	+0.43%		95.4K	Sep 15, 2022	Direct	F1
transaction	ZEN	Common Stock	Tax liability	-$15.6K	-203	-0.21%	$76.70	95.2K	Sep 15, 2022	Direct	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	ZEN	Restricted Stock Unit	Options Exercise	$0	-504	-19.98%	$0.00	2.02K	Sep 15, 2022	Common Stock	504		Direct	F1, F3
transaction	ZEN	Restricted Stock Unit	Options Exercise	$0	-408	-5.56%	$0.00	6.93K	Sep 15, 2022	Common Stock	408		Direct	F1, F4
transaction	ZEN	Restricted Stock Unit	Options Exercise	$0	-295	-3.33%	$0.00	8.56K	Sep 15, 2022	Common Stock	295		Direct	F1, F5
transaction	ZEN	Restricted Stock Unit	Options Exercise	$0	-408	-2.38%	$0.00	16.8K	Sep 15, 2022	Common Stock	408		Direct	F1, F6

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

Explanation of Responses:

Id	Content
F1	Restricted stock units convert into common stock on a one-for-one basis.
F2	Represents the number of shares withheld by the Issuer in satisfaction of tax withholding obligations in connection with the vesting of the restricted stock units listed in Table II. Such withholding is mandated by an election of the Issuer made in advance and does not represent a discretionary trade by the Reporting Person.
F3	1/48th of the shares issuable pursuant to the restricted stock units shall vest each month after the vesting commencement date of January 15, 2019, subject to the Reporting Person's continuous service to the Issuer on each such date. Unvested shares are subject to acceleration upon the occurrence of certain events.
F4	1/48th of the shares issuable pursuant to the restricted stock units shall vest each month after the vesting commencement date of February 15, 2020, subject to the Reporting Person's continuous service to the Issuer on each such date. Unvested shares are subject to acceleration upon the occurrence of certain events.
F5	1/48th of the shares issuable pursuant to the restricted stock units shall vest each month after the vesting commencement date of February 15, 2021, subject to the Reporting Person's continuous service to the Issuer on each such date. Unvested shares are subject to acceleration upon the occurrence of certain events.
F6	1/48th of the shares issuable pursuant to the restricted stock units shall vest each month after the vesting commencement date of February 15, 2022, subject to the Reporting Person's continuous service to the Issuer on each such date. Unvested shares are subject to acceleration upon the occurrence of certain events.