Adrian McDermott - May 2, 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: May 2, 2022
Transactions value $: -$1,080,836
Form type: 4
Date filed: 5/4/2022, 05:50 PM
Previous filing: Apr 19, 2022
Next filing: May 17, 2022

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	ZEN	Common Stock	Options Exercise	$92.9K	+9.76K	+10.52%	$9.52^*	103K	May 2, 2022	Direct	F1
transaction	ZEN	Common Stock	Sale	-$1.17M	-9.76K	-9.52%	$120.25	92.8K	May 2, 2022	Direct	F1

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	Stock Option (Right to Buy)	Options Exercise	$0	-9.76K	-7.19%	$0.00	126K	May 2, 2022	Common Stock	9.76K	$9.52	Direct	F1, F2

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

Explanation of Responses:

Id	Content
F1	This transaction was effected pursuant to a Rule 10b5-1 trading plan adopted by Adrian McDermott on August 7, 2020.
F2	The option is immediately exercisable as of the grant date. 1/60th of the shares vest monthly after the vesting commencement date of February 13, 2014, 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. Unvested shares exercised are subject to a right of repurchase in favor of the Issuer should the Reporting Person cease to provide continuous service.

Content

This transaction was effected pursuant to a Rule 10b5-1 trading plan adopted by Adrian McDermott on August 7, 2020.

The option is immediately exercisable as of the grant date. 1/60th of the shares vest monthly after the vesting commencement date of February 13, 2014, 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. Unvested shares exercised are subject to a right of repurchase in favor of the Issuer should the Reporting Person cease to provide continuous service.