STOCK TITAN

Cloudflare (NET) CEO Matthew Prince Reports January 2026 Insider Trades

Filing Impact
(Very High)
Filing Sentiment
(Very Negative)
Form Type
4

Rhea-AI Filing Summary

Cloudflare, Inc. CEO and Board Co-Chair Matthew Prince reported a series of insider transactions involving Cloudflare Class A and Class B shares over January 6–8, 2026. On each of the three days, trusts associated with Prince converted 52,384 shares of Class B Common Stock into 52,384 shares of Class A Common Stock at a conversion price of $0 per share, reflecting the one-to-one, no-expiration convertibility of the Class B shares.

Across the same dates, those trusts sold multiple blocks of Class A Common Stock at weighted-average prices detailed for each tranche, with sale price ranges in the footnotes spanning from about $185.87 to $204.525 per share. The non-derivative and derivative positions are reported as held indirectly by The Matthew Prince Revocable Trust and several Prince family irrevocable and grantor retained annuity trusts for which Prince serves as trustee, co‑trustee, or investment advisor. The sales were effected under a Rule 10b5‑1 trading plan adopted on February 11, 2025. This filing is identified as the first of two forms covering these January 6–8, 2026 transactions.

Positive

  • None.

Negative

  • None.
SEC Form 4
FORM 4 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number: 3235-0287
Estimated average burden
hours per response: 0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
X
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Prince Matthew

(Last) (First) (Middle)
C/O CLOUDFLARE, INC.,
405 COMAL STREET

(Street)
AUSTIN TX 78702

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Cloudflare, Inc. [ NET ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
X Director X 10% Owner
X Officer (give title below) Other (specify below)
CEO & Board Co-Chair
3. Date of Earliest Transaction (Month/Day/Year)
01/06/2026
4. If Amendment, Date of Original Filed (Month/Day/Year)
6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V Amount (A) or (D) Price
Class A Common Stock 01/06/2026 C 52,384 A (1) 52,384 I See footnote(2)
Class A Common Stock 01/06/2026 S(3) 10,666 D $192.3317(4) 41,718 I See footnote(2)
Class A Common Stock 01/06/2026 S(3) 14,358 D $193.1584(5) 27,360 I See footnote(2)
Class A Common Stock 01/06/2026 S(3) 2,361 D $194.1319(6) 24,999 I See footnote(2)
Class A Common Stock 01/06/2026 S(3) 4,118 D $195.2664(7) 20,881 I See footnote(2)
Class A Common Stock 01/06/2026 S(3) 6,337 D $196.3507(8) 14,544 I See footnote(2)
Class A Common Stock 01/06/2026 S(3) 10,798 D $197.2216(9) 3,746 I See footnote(2)
Class A Common Stock 01/06/2026 S(3) 3,746 D $197.9497(10) 0 I See footnote(2)
Class A Common Stock 01/07/2026 C 52,384 A (1) 52,384 I See footnote(2)
Class A Common Stock 01/07/2026 S(3) 4,099 D $198.4959(11) 48,285 I See footnote(2)
Class A Common Stock 01/07/2026 S(3) 4,610 D $199.3175(12) 43,675 I See footnote(2)
Class A Common Stock 01/07/2026 S(3) 11,057 D $200.3059(13) 32,618 I See footnote(2)
Class A Common Stock 01/07/2026 S(3) 2,543 D $201.3261(14) 30,075 I See footnote(2)
Class A Common Stock 01/07/2026 S(3) 5,647 D $202.5831(15) 24,428 I See footnote(2)
Class A Common Stock 01/07/2026 S(3) 16,653 D $203.1318(16) 7,775 I See footnote(2)
Class A Common Stock 01/07/2026 S(3) 7,775 D $204.1727(17) 0 I See footnote(2)
Class A Common Stock 01/08/2026 C 52,384 A (1) 52,384 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 3,815 D $186.6051(18) 48,569 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 14,219 D $187.4589(19) 34,350 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 11,553 D $188.3332(20) 22,797 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 4,447 D $189.1557(21) 18,350 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 6,518 D $190.4238(22) 11,832 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 4,627 D $191.2875(23) 7,205 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 1,121 D $192.5261(24) 6,084 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 1,582 D $193.3513(25) 4,502 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 1,255 D $194.5402(26) 3,247 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 946 D $195.2783(27) 2,301 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 1,381 D $196.4751(28) 920 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 718 D $197.9462(29) 202 I See footnote(2)
Class A Common Stock 01/08/2026 S(3) 202 D $200 0 I See footnote(2)
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year) 7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Class B Common Stock (1) 01/06/2026 C 52,384 (1) (1) Class A Common Stock 52,384 $0 5,138,234 I See footnote(2)
Class B Common Stock (1) 01/07/2026 C 52,384 (1) (1) Class A Common Stock 52,384 $0 5,085,850 I See footnote(2)
Class B Common Stock (1) 01/08/2026 C 52,384 (1) (1) Class A Common Stock 52,384 $0 5,033,466 I See footnote(2)
Class B Common Stock (1) (1) (1) Class A Common Stock 6,928,408 6,928,408 I See footnote(30)
Class B Common Stock (1) (1) (1) Class A Common Stock 1,060,000 1,060,000 I See footnote(31)
Class B Common Stock (1) (1) (1) Class A Common Stock 2,951,829 2,951,829 I See footnote(32)
Class B Common Stock (1) (1) (1) Class A Common Stock 3,065,015 3,065,015 I See footnote(33)
Class B Common Stock (1) (1) (1) Class A Common Stock 3,103,139 3,103,139 I See footnote(34)
Class B Common Stock (1) (1) (1) Class A Common Stock 2,000,000 2,000,000 I See footnote(35)
Class B Common Stock (1) (1) (1) Class A Common Stock 2,000,000 2,000,000 I See footnote(36)
Explanation of Responses:
1. Each share of Class B Common Stock is convertible at any time into Class A Common Stock on a one-to-one basis at the reporting person's election and has no expiration date.
2. The shares are held of record by The Matthew Prince Revocable Trust dated October 29, 2015, for which the reporting person serves as trustee.
3. The sale reported in this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on February 11, 2025.
4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $191.73 to $192.725, inclusive. The reporting person undertakes to provide 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 ranges set forth in footnotes (4) through (29) to this Form 4.
5. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $192.73 to $193.72, inclusive.
6. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $193.73 to $194.71, inclusive.
7. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $194.73 to $195.725, inclusive.
8. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $195.73 to $196.7275, inclusive.
9. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $196.73 to $197.695, inclusive.
10. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $197.73 to $198.39, inclusive.
11. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $197.79 to $198.77, inclusive.
12. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $198.79 to $199.78, inclusive.
13. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $199.79 to $200.78, inclusive.
14. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $200.79 to $201.785, inclusive.
15. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $201.79 to $202.785, inclusive.
16. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $202.79 to $203.785, inclusive.
17. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $203.79 to $204.525, inclusive.
18. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $185.87 to $186.865, inclusive.
19. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $186.87 to $187.865, inclusive.
20. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $187.87 to $188.835, inclusive.
21. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $188.87 to $189.80, inclusive.
22. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $189.92 to $190.885, inclusive.
23. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $190.925 to $191.92, inclusive.
24. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $191.925 to $192.91, inclusive.
25. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $192.94 to $193.865, inclusive.
26. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $194.06 to $195.025, inclusive.
27. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $195.06 to $195.89, inclusive.
28. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $196.12 to $196.80, inclusive.
29. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $197.535 to $198.43, inclusive.
30. The shares are held of record by The Prince Family Nonexempt Irrevocable Trust dated March 29, 2016, for which the reporting person serves as an investment advisor.
31. The shares are held of record by The Prince Family Exempt Irrevocable Trust dated March 29, 2016, for which the reporting person serves as an investment advisor.
32. The shares are held of record by The Prince 2021 Remainder Trust dated September 23, 2021, for which the reporting person serves as an investment advisor.
33. The shares are held of record by The Matthew Prince 2024 Grantor Retained Annuity Trust dated May 20, 2024, for which the reporting person serves as co-trustee and investment advisor.
34. The shares are held of record by The Matthew Prince 2024 Grantor Retained Annuity Trust 2 dated 08/20/2024, for which the reporting person serves as co-trustee and investment advisor.
35. The shares are held of record by The Matthew Prince 2025 Grantor Retained Annuity Trust dated May 10, 2025, for which the reporting person serves as an investment advisor.
36. The shares are held of record by The Matthew Prince 2025 Grantor Retained Annuity Trust 2 dated August 11, 2025, for which the reporting person serves as co-trustee and investment advisor.
Remarks:
This Form 4 is the first of two forms being filed to report transactions by the reporting person occurring on January 6, 2026 through January 8, 2026.
/s/ Chad Skinner, by power of attorney 01/08/2026
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

Who reported the insider transactions in Cloudflare (NET) and in what roles?

The reporting person is Matthew Prince, who is listed as a Director, CEO & Board Co‑Chair, and a 10% owner of Cloudflare, Inc.

What types of securities were involved in Matthew Prince’s January 2026 Cloudflare (NET) transactions?

The filing reports activity in Class A Common Stock and Class B Common Stock. Class B shares are convertible into Class A shares on a one‑to‑one basis at the reporting person’s election and have no expiration date.

What transactions did Prince’s related trusts execute in Cloudflare (NET) shares on January 6–8, 2026?

On January 6, 7, and 8, 2026, trusts associated with Matthew Prince converted 52,384 Class B shares into 52,384 Class A shares each day at an exercise price of $0 per share, followed by multiple sales of Class A shares reported in numerous tranches.

At what prices were the Cloudflare (NET) Class A shares sold in these insider transactions?

The Class A share sales were executed in multiple transactions at weighted‑average prices for each tranche. Footnotes state that the underlying trade prices for the various sale groups ranged from approximately $185.87 up to about $204.525 per share, with specific ranges disclosed for each footnoted block.

Were Matthew Prince’s Cloudflare (NET) share sales made under a Rule 10b5‑1 trading plan?

Yes. A footnote explains that the sales reported in this Form 4 were effected pursuant to a Rule 10b5‑1 trading plan adopted by the reporting person on February 11, 2025.

How are the Cloudflare (NET) shares held for reporting purposes in this Form 4?

The reported shares are held indirectly by entities including The Matthew Prince Revocable Trust and several Prince family irrevocable and grantor retained annuity trusts. Footnotes state that Prince serves as trustee, co‑trustee, or investment advisor for these trusts, and the holdings are reported as indirect beneficial ownership.

Does this Form 4 cover all of Matthew Prince’s Cloudflare (NET) transactions in early January 2026?

The remarks section clarifies that this is the first of two forms filed to report transactions by the reporting person occurring on January 6–8, 2026, indicating additional related activity is disclosed in a separate Form 4.

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