Cloudflare (NET) CEO Matthew Prince Reports January 2026 Insider Trades
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.
Insider Trade Summary
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Conversion | Class B Common Stock | 52,384 | $0.00 | -- |
| Conversion | Class A Common Stock | 52,384 | $0.00 | -- |
| Sale | Class A Common Stock | 3,815 | $186.6051 | $712K |
| Sale | Class A Common Stock | 14,219 | $187.4589 | $2.67M |
| Sale | Class A Common Stock | 11,553 | $188.3332 | $2.18M |
| Sale | Class A Common Stock | 4,447 | $189.1557 | $841K |
| Sale | Class A Common Stock | 6,518 | $190.4238 | $1.24M |
| Sale | Class A Common Stock | 4,627 | $191.2875 | $885K |
| Sale | Class A Common Stock | 1,121 | $192.5261 | $216K |
| Sale | Class A Common Stock | 1,582 | $193.3513 | $306K |
| Sale | Class A Common Stock | 1,255 | $194.5402 | $244K |
| Sale | Class A Common Stock | 946 | $195.2783 | $185K |
| Sale | Class A Common Stock | 1,381 | $196.4751 | $271K |
| Sale | Class A Common Stock | 718 | $197.9462 | $142K |
| Sale | Class A Common Stock | 202 | $200.00 | $40K |
| Conversion | Class B Common Stock | 52,384 | $0.00 | -- |
| Conversion | Class A Common Stock | 52,384 | $0.00 | -- |
| Sale | Class A Common Stock | 4,099 | $198.4959 | $814K |
| Sale | Class A Common Stock | 4,610 | $199.3175 | $919K |
| Sale | Class A Common Stock | 11,057 | $200.3059 | $2.21M |
| Sale | Class A Common Stock | 2,543 | $201.3261 | $512K |
| Sale | Class A Common Stock | 5,647 | $202.5831 | $1.14M |
| Sale | Class A Common Stock | 16,653 | $203.1318 | $3.38M |
| Sale | Class A Common Stock | 7,775 | $204.1727 | $1.59M |
| Conversion | Class B Common Stock | 52,384 | $0.00 | -- |
| Conversion | Class A Common Stock | 52,384 | $0.00 | -- |
| Sale | Class A Common Stock | 10,666 | $192.3317 | $2.05M |
| Sale | Class A Common Stock | 14,358 | $193.1584 | $2.77M |
| Sale | Class A Common Stock | 2,361 | $194.1319 | $458K |
| Sale | Class A Common Stock | 4,118 | $195.2664 | $804K |
| Sale | Class A Common Stock | 6,337 | $196.3507 | $1.24M |
| Sale | Class A Common Stock | 10,798 | $197.2216 | $2.13M |
| Sale | Class A Common Stock | 3,746 | $197.9497 | $742K |
| holding | Class B Common Stock | -- | -- | -- |
| holding | Class B Common Stock | -- | -- | -- |
| holding | Class B Common Stock | -- | -- | -- |
| holding | Class B Common Stock | -- | -- | -- |
| holding | Class B Common Stock | -- | -- | -- |
| holding | Class B Common Stock | -- | -- | -- |
| holding | Class B Common Stock | -- | -- | -- |
Footnotes (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. The shares are held of record by The Matthew Prince Revocable Trust dated October 29, 2015, for which the reporting person serves as trustee. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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. 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.
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.
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.