GRAYSON BLAKE JEFFREY (CFO Designee) exercised options at DOCUSIGN, INC.

Option exercise — a mechanical event triggered by vesting or expiry. Not a discretionary conviction trade.

M · 1 exercise

GRAYSON BLAKE JEFFREY

Filed: 9/16/2026ACC: 0001796825-26-000018

InsiderGRAYSON BLAKE JEFFREYCIK 1796825

→

IssuerDOCUSIGN, INC.CIK 1261333

Officer· CFO Designee

Since Jun 2023

-17.73K

Net shares

Net seller

$0.00

Total acquired

Open market trades

0B · 0S

Total transactions

44.23K acquired · 61.96K disposed

Non-Derivative Transactions2

Common Stock

Direct

M · Option Exercise

+44.23K

Price / share

—

Trade value

—

% of position

54.3%

9/15/2026

81.43K→125.66K

Common Stock

Direct

F · Tax Withholding

−17.73K

Price / share

—

Trade value

—

% of position

14.1%

9/15/2026

125.66K→107.93K

Total

Net shares

+26.50K

Net value

$0.00

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Common Stock Direct	9/15/2026	M · Option Exercise	+44.23K	—	—	54.3%	81.43K	125.66K
Common Stock Direct	9/15/2026	F · Tax Withholding	−17.73K	—	—	14.1%	125.66K	107.93K
Total			+26.50K		$0.00

Derivative Transactions6

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

23.14K shares

−23.14K

Strike price

Held after

69.42K

Exercisable

—

9/15/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

5.12K shares

−5.12K

Strike price

Held after

35.84K

Exercisable

—

9/15/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

4.54K shares

−4.54K

Strike price

Held after

26.58K

Exercisable

—

9/15/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

7.43K shares

−7.43K

Strike price

Held after

81.77K

Exercisable

—

9/15/2026

Performance Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

1.66K shares

−1.66K

Strike price

Held after

5.55K

Exercisable

—

9/15/2026

Performance Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

2.35K shares

−2.35K

Strike price

Held after

0.00

Exercisable

—

9/15/2026

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Restricted Stock Units Direct	Common Stock23.14K shares	9/15/2026	M · Option Exercise	−23.14K	—	69.42K
Restricted Stock Units Direct	Common Stock5.12K shares	9/15/2026	M · Option Exercise	−5.12K	—	35.84K
Restricted Stock Units Direct	Common Stock4.54K shares	9/15/2026	M · Option Exercise	−4.54K	—	26.58K
Restricted Stock Units Direct	Common Stock7.43K shares	9/15/2026	M · Option Exercise	−7.43K	—	81.77K
Performance Stock Units Direct	Common Stock1.66K shares	9/15/2026	M · Option Exercise	−1.66K	—	5.55K
Performance Stock Units Direct	Common Stock2.35K shares	9/15/2026	M · Option Exercise	−2.35K	—	0.00