Robert Bernshteyn - Sep 20, 2022 Form 4 Insider Report for Coupa Software Inc (COUP)

Role: Chief Executive Officer, Director
Signature: /s/ Jon Stueve, Authorized Signatory For: Robert Bernshteyn
Stock symbol: COUP
Transactions as of: Sep 20, 2022
Transactions value $: -$534,532
Form type: 4
Date filed: 9/22/2022, 05:30 PM
Previous filing: Aug 1, 2022
Next filing: Dec 22, 2022

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	COUP	Common Stock	Options Exercise	$0	+14.7K	+6%	$0.00	260K	Sep 20, 2022	Direct
transaction	COUP	Common Stock	Sale	-$535K	-8.07K	-3.1%	$66.20	252K	Sep 21, 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	COUP	Restricted Stock Units	Options Exercise	$0	-4.73K	-33.33%	$0.00	9.46K	Sep 20, 2022	Common Stock	4.73K		Direct	F2, F3
transaction	COUP	Restricted Stock Units	Options Exercise	$0	-2.65K	-14.28%	$0.00	15.9K	Sep 20, 2022	Common Stock	2.65K		Direct	F2, F4
transaction	COUP	Restricted Stock Units	Options Exercise	$0	-1.66K	-9.09%	$0.00	16.6K	Sep 20, 2022	Common Stock	1.66K		Direct	F2, F5
transaction	COUP	Restricted Stock Units	Options Exercise	$0	-5.69K	-6.67%	$0.00	79.6K	Sep 20, 2022	Common Stock	5.69K		Direct	F2, F6

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

Explanation of Responses:

Id	Content
F1	As previously disclosed, these shares of common stock were automatically sold to satisfy the reporting person's tax withholding obligations in a non-discretionary transaction.
F2	Each Restricted Stock Unit converts into common stock on a one-for-one basis.
F3	These RSUs vest quarterly over a four year period, and the first quarterly vesting occurred on June 20, 2019. Vested shares will be delivered to the reporting person upon vest date. Unless otherwise provided, on each vest date shares of common stock will automatically be sold to satisfy the reporting person's tax withholding obligations in a non-discretionary transaction.
F4	These RSUs vest quarterly over a four year period, and the first quarterly vesting occurred on June 20, 2020. Vested shares will be delivered to the reporting person upon vest date. Unless otherwise provided, on each vest date shares of common stock will automatically be sold to satisfy the reporting person's tax withholding obligations in a non-discretionary transaction.
F5	These RSUs vest quarterly over a four year period, and the first quarterly vesting occurred on June 20, 2021. Vested shares will be delivered to the reporting person upon vest date. Unless otherwise provided, on each vest date shares of common stock will automatically be sold to satisfy the reporting person's tax withholding obligations in a non-discretionary transaction.
F6	These RSUs vest quarterly over a four year period, and the first quarterly vesting occurred on June 20, 2022. Vested shares will be delivered to the reporting person upon vest date. Unless otherwise provided, on each vest date shares of common stock will automatically be sold to satisfy the reporting person's tax withholding obligations in a non-discretionary transaction.