Alan Shapiro - 01 Dec 2021 Form 4 Insider Report for DigitalOcean Holdings, Inc. (DOCN)

Role: General Counsel
Signature: /s/ Seth Zelnick, Attorney-in-Fact
Issuer symbol: DOCN
Transactions as of: 01 Dec 2021
Net transactions value: -$3,496,879
Form type: 4
Filing time: 03 Dec 2021, 15:16:50 UTC
Previous filing: 24 Sep 2021
Next filing: 05 Jan 2022
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	DOCN	Common Stock	Tax liability	$34,779	-345	-0.25%	$100.81	139,504	01 Dec 2021	Direct	F1, F2
transaction	DOCN	Common Stock	Options Exercise	$62,550	+15,000	+11%	$4.17	154,504	02 Dec 2021	Direct
transaction	DOCN	Common Stock	Options Exercise	$85,750	+25,000	+16%	$3.43	179,504	02 Dec 2021	Direct
transaction	DOCN	Common Stock	Sale	$3,610,400	-40,000	-22%	$90.26	139,504	02 Dec 2021	Direct	F3

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	DOCN	Stock Option (Right to Buy)	Options Exercise	$0	-15,000	-100%	$0.000000^*	0	02 Dec 2021	Common Stock	15,000	$4.17	Direct	F4
transaction	DOCN	Stock Option (Right to Buy)	Options Exercise	$0	-25,000	-23%	$0.000000	85,000	02 Dec 2021	Common Stock	25,000	$3.43	Direct	F5

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

Explanation of Responses:

Id	Content
F1	The transaction reported represents the withholding of shares by the Issuer to satisfy the Reporting Person's tax withholding obligations in connection with the non-reportable vesting and settlement of restricted stock units.
F2	The amount reported includes shares acquired under the Issuer's Employee Stock Purchase Plan in a transaction that was exempt from reporting pursuant to Rule 16a-3(f)(1)(i)(B).
F3	The price reported in Column 4 is a weighted average price. These shares were sold in several transactions at prices ranging from $90.00-$91.43, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in footnote (3) to this Form 4.
F4	Immediately exercisable.
F5	One fourth of the shares underlying this option vested and became exercisable on March 1, 2019, and the remaining shares underlying this option vest in 36 equal monthly installments beginning on April 1, 2019, subject to the Reporting Person's continuous service with the Issuer on each such date.