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NET Cloudflare, Inc. Insider Trading

Latest: CEO & Board Co-Chair Sold $32.6M of Shares · May 2026

Multiple insiders have been active at Cloudflare, Inc. (NET): 9 distinct insiders account for 0 buy filings and 121 sell filings as of Jul 2026. Its highest-significance filing in the last 90 days: CEO & Board Co-Chair Matthew Prince sold $32.6M, transaction dated May 2026.

121 filings analyzed · Latest 2026-07-17

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Buys
0
Sells
121
Insiders
9
Direction
Net selling

Cloudflare, Inc. leadership

CEO
Matthew Prince — Chief Executive Officer and Co-Chair of the Board of Directors
Chair
Matthew Prince — Co-Chair of the Board of Directors

Historically, stocks have lagged the S&P 500 by a median ~3% over the 90 days after a medium insider sell (n ≈ 4,738, 2024-2026). Past results don't predict the future. How we measure this ↗

July 2026
2026-07-17 10b5-1 Plan
medium
Chief Financial Officer
10,000 shares
$2,769,195
@ $276.92
Significance 5

CFO Thomas J Seifert sold 10,000 shares for $2.8M via scheduled 10b5-1 plan on 2026-07-17

Thomas J Seifert, Chief Financial Officer, executed 10 separate sales totaling 10,000 shares for $2,769,194.75 through a pre-arranged 10b5-1 trading plan adopted 2025-11-20. This is a scheduled, non-discretionary transaction occurring as the stock trades at $277.66, near its 52-week high of $291.00 and up +22.4% over the past 30 days. Post-transaction, Seifert retains 113,790 shares in non-derivative holdings plus additional derivative securities including stock options and Class B Common Stock. His cross-ticker track record shows 20 prior sales with average 90-day returns of +36.8%, though same-ticker history from recent June 2026 sales shows 30-day returns of +18.6% to +21.9%, indicating a pattern of selling into strength at this company.

2026-07-15 10b5-1 Plan
medium
President and Board Co-Chair
99,064 shares
$27,419,061
@ $276.78
Significance 7

Michelle Zatlyn (President, Board Co-Chair) sold 99,064 shares for $27,419,061.29 via scheduled 10b5-1 plan, reducing common holdings 67.6%.

Michelle Zatlyn executed 26 separate sales totaling 99,064 shares for $27,419,061.29 across 2026-07-13 to 2026-07-15, reducing her non-derivative holdings from 146,489 shares to 47,425 shares. This transaction is part of a pre-arranged 10b5-1 trading plan adopted on 2026-02-27, meaning the sales were scheduled rather than discretionary. The sales occurred as NET's stock traded near its 52-week high of $291.00, currently at $273.04. Zatlyn retains significant equity exposure through derivative securities including 1,254,114 employee stock options and 1,221,111 additional options across multiple tranches. While the company achieved 29.8% annual revenue growth, it reported a net loss of $-22,927,000.00 in its most recent full fiscal year, which provides context for evaluating this scheduled divestiture by a president-level executive.

2026-07-08 10b5-1 Plan
low
5,000 shares
$1,340,547
@ $268.11
Significance 3

Director Carl Ledbetter sold 5,000 NET shares at $268.11 under 10b5-1 plan; retains 888,073 shares post-sale

Carl Ledbetter executed a sale of 5,000 shares (5.0K shares) on 2026-07-07 at $268.11 per share, reducing his holdings to 888,073 shares (-0.6% vs pre-transaction holdings). The sale is part of a pre-arranged 10b5-1 trading plan adopted on 2026-02-25, making this a scheduled transaction rather than a discretionary decision. Over his cross-ticker open-market history, his prior 20 sells have posted an average 90-day return of +0.8%, though his same-ticker history at NET shows recent sales on 2026-06-01 with measured 30-day returns ranging from -0.8% to +1.0%. The company reported revenue of $639,755,000.00 in the latest quarter with annual revenue growth of +29.8%, but remains unprofitable with full-year net income of $-22,927,000.00, a context that differs meaningfully from his recent trading pace at this ticker.

2026-07-06 10b5-1 Plan
medium
CEO & Board Co-Chair
86,014 shares
$21,099,988
@ $245.31
Significance 6

Cloudflare CEO Matthew Prince completes 23 scheduled sales totaling 86,014 shares for $21,099,988.17 via pre-arranged 10b5-1 plan

Matthew Prince executed 23 separate sales totaling 86,014 shares for $21,099,988.17 across July 2–6, 2026 at prices ranging from $239.64 to $250.39, with a blended average of $245.31. This transaction was part of a pre-arranged 10b5-1 trading plan adopted on 2026-02-26, meaning the sales were scheduled and non-discretionary. While the non-derivative holdings post-transaction show zero shares, Prince maintains substantial derivative holdings of 9,975,371 Class B Common Stock shares across three ownership vehicles, indicating his position in the company continues materially. The company remains unprofitable on a full-year basis (net income of $-22,927,000.00), though revenue grew 29.8% year-over-year to $639,755,000.00 in the latest quarter. Because this activity is governed by a scheduled 10b5-1 plan, the execution reflects predetermined parameters rather than current discretionary market judgment.

2026-07-06 10b5-1 Plan
medium
CEO & Board Co-Chair
71,174 shares
$17,600,256
@ $247.28
Significance 7

CEO Matthew Prince sells 71.2K shares for $17.6M via 25 scheduled transactions on 2026-07-01/02 under 10b5-1 plan

Matthew Prince executed 25 separate sales totaling 71,174 shares for $17,600,256.43 at a blended average price of $247.28, all via a pre-arranged 10b5-1 trading plan adopted on 2026-02-26. The sales span two trading days (2026-07-01 and 2026-07-02) across a narrow price range ($239.84–$252.14), consistent with scheduled algorithmic execution rather than discretionary timing. Post-transaction, Prince retains derivative holdings of 11,454,202 Class B shares across three ownership vehicles, meaning his economic interest in the company remains substantial. Cloudflare reported revenue of $639,755,000.00 for the latest quarter and annual revenue growth of +29.8% year-over-year, though the company remains unprofitable with net income of $-22,927,000.00 over its most recent full fiscal year.

June 2026
2026-06-24 10b5-1 Plan
medium
CEO & Board Co-Chair
52,384 shares
$11,749,771
@ $224.30
Significance 5

Cloudflare CEO Matthew Prince sells 52,384 shares for $11.7M via 8 transactions on 2026-06-24 under pre-arranged 10b5-1 plan; Class B derivatives remain.

Matthew Prince executed 8 separate sales totaling 52,384 shares for $11,749,771.28 at prices ranging from $221.46 to $228.14, all on 2026-06-24. This filing is part of a pre-arranged 10b5-1 trading plan adopted on 2025-02-11, meaning the sales were scheduled and not discretionary. While Prince's non-derivative holdings fell to zero, he retains 4,296,167 Class B Common Stock shares as derivative holdings, so this represents a scheduled reduction of a specific batch rather than a complete position exit. Prior trades by Prince at Cloudflare show positive outcomes over a 30-day horizon (ranging from +5.6% to +8.0% across 5 recent sales on 2026-05-21), consistent with his cross-ticker track record average of +8.0% over 30 days. The company reported annual revenue growth of +29.8% against the latest quarter revenue of $639,755,000, but remains unprofitable with a full-year net income of $-22,927,000, reflecting an early-stage profitable-trajectory tension in the business.

2026-06-24 10b5-1 Plan
medium
CEO & Board Co-Chair
104,768 shares
$23,221,887
@ $221.65
Significance 7

CEO Matthew Prince sold 104,768 shares for $23,221,887.48 on 2026-06-22/23 under 10b5-1 plan; retains 8,749,486 derivative holdings.

Matthew Prince, CEO & Board Co-Chair, executed 28 separate sales totaling 104,768 shares for $23,221,887.48 at prices ranging from $212.97 to $230.04, completing a scheduled 10b5-1 trading plan adopted on 2025-02-11. Post-transaction, his non-derivative holdings are zero; however, his derivative holdings total 8,749,486 shares across two Class B ownership vehicles, meaning his economic stake in the company remains substantial. Cloudflare is currently unprofitable (net income $-22,927,000.00 on $639,755,000.00 revenue) and the company is up 3.4% over 30 days and +6.4% over 90 days, placing the stock 19.3% below its 52-week high of $276.82. The transaction is pre-arranged and scheduled, not a discretionary market decision.

2026-06-18 10b5-1 Plan
medium
President and Board Co-Chair
76,923 shares
$17,557,834
@ $228.25
Significance 6

Michelle Zatlyn sells 76,923 shares for $17.6M over 3 days under pre-arranged 10b5-1 plan; reduces non-derivative holdings by 61.9%

Michelle Zatlyn, President and Board Co-Chair, executed 23 separate sales totaling 76,923 shares for $17,557,834.27 at a blended average price of $228.25 on 2026-06-16 through 2026-06-18 under a pre-arranged 10b5-1 trading plan adopted on 2025-02-14. This transaction reduced her non-derivative holdings from 124,348 shares to 47,425 shares, a 61.9% reduction of her non-derivative position. However, significant derivative holdings remain across the filing: 1,338,454 employee stock option shares, 1,312,813 employee stock option shares, 1,287,172 employee stock option shares, and three separate tranches of 25,641 Class B common shares, totaling 4,015,362 shares in derivative securities, indicating the insider's overall economic position in the company remains substantial. As a scheduled trade under a 10b5-1 plan rather than a discretionary transaction, this sale reflects pre-planned capital allocation rather than a current judgment about valuation; investors should note the company reported $-22.9M net loss on $639.8M revenue in the latest quarter, though annual revenue growth was +29.8%.

2026-06-17 10b5-1 Plan
medium
Chief Financial Officer
10,000 shares
$2,323,887
@ $232.39
Significance 5

CFO Thomas J Seifert sells 10,000 shares for $2.3M at NET via scheduled 10b5-1 plan

Thomas J Seifert, Chief Financial Officer of Cloudflare, executed 8 separate sales totaling 10,000 shares for $2,323,887.22 on 2026-06-17, reducing his non-derivative holdings from 126,733 shares to 116,733 shares. This transaction is part of a pre-arranged 10b5-1 trading plan adopted on 2025-11-20, meaning it was scheduled, not discretionary. Seifert retains 57,850 shares in derivative holdings across three ownership vehicles (30,000 stock options and 18,925 plus 8,925 Class B shares), so his overall position remains material. His prior sales at NET on 2026-05-18 showed positive 30-day returns (ranging from +12.2% to +17.4%), and his cross-ticker track record reflects an average 90-day return of +11.8% after sells, though the stock is currently trading at $226.87 against the blended average sale price of $232.39.

2026-06-02 10b5-1 Plan
low
15,000 shares
$3,690,929
@ $246.06
Significance 4

Director Carl Ledbetter sells 15,000 shares ($3.7M) at NET via scheduled 10b5-1 plan on 2026-06-01

Carl Ledbetter, a Director, executed 5 separate sales totaling 15,000 shares for $3,690,929.42 through a pre-arranged 10b5-1 trading plan adopted on 2025-02-14. The sales reduced his holdings from 908,073 shares to 893,073 shares, a -1.7% net change. Since the plan is scheduled rather than discretionary, the transaction reflects an automated execution rather than a discretionary decision responding to current market conditions. His prior open-market sales across all tickers show an average 90-day return of -0.3%, while his ticker-specific history at NET spans 5 prior sales with mixed subsequent performance (90-day returns ranging from -0.2% to +12.0%). The company reported FY revenue growth of +29.8% but remains unprofitable, with net income of $-22,927,000.00 over its most recent full fiscal year.

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