ROBERT BERNSHTEYN - 18 Mar 2022 Form 4 Insider Report for Coupa Software Inc

Role: Chief Executive Officer, Director
Signature: /s/ Jon Stueve, Authorized Signatory For: Robert Bernshteyn
Issuer symbol: N/A
Transactions as of: 18 Mar 2022
Net transactions value: -$775,872
Form type: 4
Filing time: 22 Mar 2022, 20:41:24 UTC
Previous filing: 22 Dec 2021
Next filing: 22 Jun 2022
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	COUP	Common Stock	Options Exercise	$0	+14,328	+6.2%	$0.000000	246,723	20 Mar 2022	Direct
transaction	COUP	Common Stock	Sale	$775,872	-7,857	-3.2%	$98.75	238,967	21 Mar 2022	Direct	F1, 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	COUP	Restricted Stock Units	Award	$0	+91,000		$0.000000	91,000	18 Mar 2022	Common Stock	91,000		Direct	F3, F4
transaction	COUP	Performance Stock Units	Award	$0	+91,000		$0.000000	91,000	18 Mar 2022	Common Stock	91,000		Direct	F5, F6
transaction	COUP	Restricted Stock Units	Options Exercise	$0	-5,287	-100%	$0.000000^*	0	20 Mar 2022	Common Stock	5,287		Direct	F3, F7
transaction	COUP	Restricted Stock Units	Options Exercise	$0	-4,731	-20%	$0.000000	18,924	20 Mar 2022	Common Stock	4,731		Direct	F3, F8
transaction	COUP	Restricted Stock Units	Options Exercise	$0	-2,652	-11%	$0.000000	21,214	20 Mar 2022	Common Stock	2,652		Direct	F3, F9
transaction	COUP	Restricted Stock Units	Options Exercise	$0	-1,658	-7.7%	$0.000000	19,902	20 Mar 2022	Common Stock	1,658		Direct	F3, F10

* 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	Includes 101 shares acquired under the ESPP Purchase on March 15, 2022.
F3	Each Restricted Stock Unit converts into common stock on a one-for-one basis.
F4	These RSUs vest quarterly over a four year period, and the first quarterly vesting date is scheduled to occur 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.
F5	Each Performance Stock Unit converts into common stock on a one-for-one basis. The number of derivative securities acquired assumes achievement of performance-based conditions at 100% target.
F6	The PSU will vest dependent upon achievement of both performance-based and service-based conditions.
F7	These RSUs vest quarterly over a four year period, and the first quarterly vesting occurred on June 20, 2018. 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.
F8	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.
F9	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.
F10	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.