Cloudflare (NYSE: NET) CEO trades 52,383 shares via 10b5-1 plan
Rhea-AI Filing Summary
Cloudflare, Inc. CEO and Board Co‑Chair Matthew Prince reported converting 52,383 indirect shares of Class B Common Stock into Class A on August 3, 2026, then selling 52,383 Class A shares in 19 open‑market trades at weighted‑average prices such as $277.4035 and $284.4245 per share, all under a Rule 10b5‑1 trading plan adopted on February 26, 2026. The shares were held through family and grantor trusts, and Prince continues to hold substantial indirect Class B positions convertible into additional Class A shares.
Positive
- None.
Negative
- None.
Insider Trade Summary 10b5-1
Exercise and sale activity reported; no spread calculated
Exercise and Sale
30 txns
Insider
Prince Matthew
Role
CEO & Board Co-Chair
Sold
52,383 shs ($14.85M)
Approx. gross sale proceeds
$14.85M
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Conversion | Class B Common Stock F1, F2 | 18,752 | $0.00 | $0.00 |
| Conversion | Class B Common Stock F1, F12 | 33,631 | $0.00 | $0.00 |
| Conversion | Class A Common Stock F1, F2 | 18,752 | -- | -- |
| Sale | Class A Common Stock F3, F4, F2 | 267 | $277.4035 | $74K |
| Sale | Class A Common Stock F3, F5, F2 | 505 | $278.6466 | $141K |
| Sale | Class A Common Stock F3, F6, F2 | 461 | $280.0276 | $129K |
| Sale | Class A Common Stock F3, F7, F2 | 632 | $280.952 | $178K |
| Sale | Class A Common Stock F3, F8, F2 | 2,545 | $281.9459 | $718K |
| Sale | Class A Common Stock F3, F9, F2 | 2,535 | $282.951 | $717K |
| Sale | Class A Common Stock F3, F2 | 6,257 | $283.9919 | $1.78M |
| Sale | Class A Common Stock F3, F10, F2 | 4,778 | $284.8106 | $1.36M |
| Sale | Class A Common Stock F3, F11, F2 | 772 | $285.7597 | $221K |
| Conversion | Class A Common Stock F1, F12 | 33,631 | -- | -- |
| Sale | Class A Common Stock F3, F13, F12 | 488 | $277.0182 | $135K |
| Sale | Class A Common Stock F3, F14, F12 | 586 | $278.203 | $163K |
| Sale | Class A Common Stock F3, F15, F12 | 565 | $279.0296 | $158K |
| Sale | Class A Common Stock F3, F16, F12 | 1,136 | $280.3196 | $318K |
| Sale | Class A Common Stock F3, F17, F12 | 2,434 | $281.5821 | $685K |
| Sale | Class A Common Stock F3, F18, F12 | 4,363 | $282.3161 | $1.23M |
| Sale | Class A Common Stock F3, F19, F12 | 6,728 | $283.4528 | $1.91M |
| Sale | Class A Common Stock F3, F20, F12 | 13,360 | $284.4245 | $3.80M |
| Sale | Class A Common Stock F3, F21, F12 | 3,672 | $285.2989 | $1.05M |
| Sale | Class A Common Stock F3, F22, F12 | 299 | $286.2285 | $86K |
| holding | Class B Common Stock F1, F23 | -- | -- | -- |
| holding | Class B Common Stock F1, F24 | -- | -- | -- |
| holding | Class B Common Stock F1, F25 | -- | -- | -- |
| holding | Class B Common Stock F1, F26 | -- | -- | -- |
| holding | Class B Common Stock F1, F27 | -- | -- | -- |
| holding | Class B Common Stock F1, F28 | -- | -- | -- |
| holding | Class A Common Stock | -- | -- | -- |
Holdings After Transaction:
Class B Common Stock — 25,194,987 shares (Indirect, See footnote);
Class A Common Stock — 0 shares (Indirect, See footnote);
Class A Common Stock — 360,807 shares (Direct)
Footnotes (28)
- F1. 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.
- F2. The shares are held of record by The Matthew Prince Revocable Trust dated October 29, 2015, for which the reporting person serves as trustee.
- F3. The sale reported in this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on February 26, 2026.
- F4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $276.89 to $277.7525, 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 (11) and (13) through (22) to this Form 4.
- F5. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $278.215 to $279.20, inclusive.
- F6. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $279.35 to $280.33, inclusive.
- F7. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $280.38 to $281.37, inclusive.
- F8. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $281.41 to $282.39, inclusive.
- F9. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $282.415 to $283.38, inclusive.
- F10. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $284.44 to $285.42, inclusive.
- F11. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $285.455 to $286.29, inclusive.
- F12. 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.
- F13. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $276.605 to $277.58, inclusive.
- F14. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $277.72 to $278.70, inclusive.
- F15. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $278.76 to $279.665, inclusive.
- F16. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $279.88 to $280.86, inclusive.
- F17. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $280.9125 to $281.91, inclusive.
- F18. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $281.92 to $282.92, inclusive.
- F19. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $282.93 to $283.93, inclusive.
- F20. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $283.94 to $284.94, inclusive.
- F21. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $284.945 to $285.93, inclusive.
- F22. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $286.045 to $286.385, inclusive.
- F23. 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.
- F24. 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.
- F25. 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.
- F26. The shares are held of record by The Matthew Prince 2024 Grantor Retained Annuity Trust 2 dated August 20, 2024, for which the reporting person serves as co-trustee and investment advisor.
- F27. 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.
- F28. 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.
Key Figures
Shares converted: 52,383 shares
Shares sold: 52,383 shares
Representative sale price: $284.4245 per share
+3 more
6 metrics
Shares converted
52,383 shares
Total Class B shares converted into Class A on August 3, 2026 (exerciseShares)
Shares sold
52,383 shares
Total Class A shares sold across 19 open‑market transactions on August 3, 2026
Representative sale price
$284.4245 per share
Weighted‑average price for a block of 13,360 Class A shares sold
Largest indirect Class B block
6,928,408 underlying shares
Class B Common Stock indirectly held, convertible one‑for‑one into Class A
Direct Class A holding
360,807 shares
Directly owned Class A Common Stock after reported transactions
10b5-1 plan adoption date
February 26, 2026
Date Matthew Prince adopted the Rule 10b5-1 trading plan governing these sales
Key Terms
Rule 10b5-1 trading plan, Class B Common Stock, Grantor Retained Annuity Trust, weighted average price
4 terms
Rule 10b5-1 trading plan regulatory
"The sale reported ... was effected pursuant to a Rule 10b5-1 trading plan adopted..."
A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.
Class B Common Stock financial
"Each share of Class B Common Stock is convertible at any time into Class A..."
A class B common stock is one of multiple types of a company’s ordinary shares that carries specific rights—often different voting power or dividend priority—compared with other classes. For investors it matters because those differences affect how much influence you have over company decisions, the income you might receive, and how freely the shares trade; think of it like owning a car with different keys: some keys let you start the engine and open the trunk, others only unlock the door.
Grantor Retained Annuity Trust financial
"The shares are held of record by The Matthew Prince 2024 Grantor Retained Annuity Trust..."
A grantor retained annuity trust (GRAT) is an estate-planning tool where the person who creates the trust transfers assets into it but receives fixed cash payments (an annuity) from the trust for a set number of years; whatever remains after that term passes to designated beneficiaries. It matters to investors because it can shift future appreciation of assets out of the creator’s taxable estate—like putting an asset into a timed vending machine that pays you fixed amounts while any extra value that grows inside the machine goes to heirs with reduced gift or estate tax consequences.
weighted average price financial
"The price reported in Column 4 is a weighted average price. These shares were sold..."
Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.
AI-generated analysis. How Rhea-AI works. Not financial advice.
FAQ
What insider stock transactions did Cloudflare (NET) CEO Matthew Prince report for August 3, 2026?
Matthew Prince reported converting 52,383 Class B shares into Class A and selling 52,383 Class A shares on August 3, 2026. The activity comprised 19 open‑market trades, following earlier conversions of indirectly held Class B Common Stock into Class A Common Stock.
Were Matthew Prince’s Cloudflare (NET) stock sales made under a Rule 10b5-1 plan?
Yes. Footnotes state the sales were effected under a Rule 10b5-1 trading plan adopted on February 26, 2026. Such pre‑arranged plans allow insiders to schedule trades in advance, reducing the informational significance of the precise sale timing.
Does Matthew Prince still hold a significant Cloudflare (NET) stake after these transactions?
Yes. Indirect Class B positions remain, including one block convertible into 6,928,408 Class A shares, plus several other trust‑held blocks. He also directly holds 360,807 Class A shares, according to the reported post‑transaction direct holding entry.