Cynthia Gaylor - 15 Sep 2021 Form 4 Insider Report for DOCUSIGN, INC. (DOCU)

Role: Chief Financial Officer
Signature: /s/ Brian Kelly, Attorney-in-fact
Issuer symbol: DOCU
Transactions as of: 15 Sep 2021
Net transactions value: -$1,681,307
Form type: 4
Filing time: 16 Sep 2021, 21:28:24 UTC
Previous filing: 07 Sep 2021
Next filing: 09 Nov 2021
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	DOCU	Common Stock	Options Exercise	$0	+13,277	+136%	$0.000000	23,010	15 Sep 2021	Direct
transaction	DOCU	Common Stock	Tax liability	$1,681,307	-6,274	-27%	$267.98	16,736	15 Sep 2021	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	DOCU	Restricted Stock Units	Options Exercise	$0	-12,077	-25%	$0.000000	36,231	15 Sep 2021	Common Stock	12,077		Direct	F2, F3, F4
transaction	DOCU	Restricted Stock Units	Options Exercise	$0	-1,200	-6.2%	$0.000000	18,002	15 Sep 2021	Common Stock	1,200		Direct	F2, F4, F5

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

Explanation of Responses:

Id	Content
F1	Represents shares withheld by the Issuer to satisfy a tax obligation realized by the Reporting Person upon the vesting and settlement of restricted stock units.
F2	Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.
F3	The RSUs will vest 25% over the first year, while the remaining will vest in equal quarterly installments over four years, with a vesting commencement date of September 10, 2020, in each case subject to the Reporting Person being a service provider through each such date. The restricted stock units are subject to accelerated vesting in the event of a termination of employment of the Reporting Person including under certain circumstances following a change in control of the Issuer.
F4	The RSUs do not expire; they either vest or are canceled prior to vesting date.
F5	The RSUs will vest in equal quarterly installments over four years, with a vesting commencement date of May 10, 2021, in each case subject to the Reporting Person being a service provider through each such date. The restricted stock units are subject to accelerated vesting in the event of a termination of employment of the Reporting Person including under certain circumstances following a change in control of the Issuer.