SQ Block, Inc. Insider Trading

Director Anthony Mathew Eisen sold 153,000 shares for $12.7M under 10b5-1 plan

Anthony Mathew Eisen, a Director at Block, Inc., executed five separate sales totaling 153,000 shares for $12,740,520.00 (blended average $83.27) on 2026-07-14 through 2026-07-16, per a pre-arranged 10b5-1 trading plan adopted on 2026-03-02. The sales reduced his holdings from 1.84M shares to 1.69M shares, a decline of 8.3%. The company reported negative net income of $-308.7M in the latest quarter against revenue of $6.1B and shows minimal annual revenue growth of +0.3%, alongside a high P/E of 38.27. The transaction is scheduled under a 10b5-1 plan, so it reflects predetermined execution rather than discretionary timing; post-transaction price of $81.52 remains 3.0% below the 52-week high of $84.08, and the stock has risen 9.2% over 30 days and 14.4% over 90 days. Cross-ticker track record shows 20 prior sells with an average 30d return of +14.4%, but prior same-ticker trades at XYZ have no measurable outcomes yet.

Director Eisen sold 18,000 shares for $1,400,400 via pre-arranged 10b5-1 plan; holds 1.84M shares post-sale

Anthony Mathew Eisen, Director at Block, Inc., executed 3 separate sales totaling 18,000 shares for $1,400,400 between 2026-07-09 and 2026-07-13 at prices ranging from $76.14 to $78.91, representing a -1.0% reduction in his pre-transaction holdings of 1.86M shares. The transaction was conducted under a pre-arranged 10b5-1 trading plan adopted on 2026-03-02, meaning the sales were scheduled in advance rather than discretionary. His remaining stake of 1.84M shares remains substantial, and the stock is trading within 4.6% of its 52-week high of $82.50, having appreciated 13.2% over the prior 30 days and 19.0% over 90 days. This scheduled disposition provides no signal regarding insider conviction or material developments at the company.

Director Anthony Mathew Eisen sold 18,000 shares across 3 days for $1,409,520.00 under 10b5-1 plan

Director Anthony Mathew Eisen executed 3 separate sales totaling 18,000 shares for $1,409,520.00 on 2026-07-06, 2026-07-07, and 2026-07-08 at prices of $78.77, $79.49, and $76.66 respectively. This transaction is part of a pre-arranged 10b5-1 trading plan adopted on 2026-03-02, meaning it is scheduled and non-discretionary rather than a response to current market conditions. The sale reduced his holdings from 1,874,672 to 1,856,672 shares, representing a -1.0% change. The blended average price of $78.31 sits between the 52-week low of $48.21 and high of $82.50, with the current price at $76.55, placing the executed trades near recent price levels amid ongoing stock momentum (+9.5% over 30 days, +22.1% over 90 days).

Ecosystem Lead Brian Grassadonia sells 43,348 Block shares at $80.00 ($3.5M) under 10b5-1 plan; retains 557,654 shares post-sale.

This sale of 43,348 shares by Ecosystem Lead Brian Grassadonia is part of a pre-arranged 10b5-1 trading plan adopted on 2025-06-02, meaning the transaction is scheduled rather than discretionary and does not reflect a spontaneous response to market conditions. His cross-ticker track record shows 17 prior sells with an average 90-day return of -10.7%, suggesting a pattern of selling ahead of weakness, though this particular transaction cannot be characterized as well- or ill-timed given its scheduled nature. At Block specifically, his sole prior sale on 2025-10-08 returned -18.2% over 30 days and -12.5% over 90 days, indicating that his previous sales at this ticker have preceded declines. He retains 557,654 shares post-transaction, maintaining a material stake in the company despite the sale.

Block Director Anthony Eisen sells 48,000 shares for $3.8M via scheduled 10b5-1 plan; 1.87M shares remain.

Anthony Mathew Eisen, Director at Block, Inc., executed 4 separate sales totaling 48,000 shares for $3,805,020.00 under a pre-arranged 10b5-1 trading plan adopted on 2026-03-02, with transactions spanning June 30 to July 2, 2026 at blended average price of $79.27. As a scheduled trade plan, this execution reflects predetermined dates and amounts rather than discretionary market timing decisions. Post-transaction holdings of 1,874,672 shares represent a -2.5% reduction from pre-transaction holdings of 1,922,672 shares. The stock currently trades at $78.83, near the transaction prices executed, with 52-week performance showing a +31.9% gain over 90 days and recent 30-day uptrend of +6.3%. Block's latest quarter reported $6.1B in revenue offset by a net loss of $-308.7M, with minimal annual growth of +0.3% and elevated valuation at 37.01 P/E.

Director Eisen sold 18,000 shares (0.9% of holdings) for $1,376,580 across three days under pre-arranged 10b5-1 plan

Director Anthony Mathew Eisen executed three separate sales totaling 18,000 shares for $1,376,580.00 between June 25–29, 2026, reducing his stake at Block from 1,940,672 shares to 1,922,672 shares. The sales were conducted under a pre-arranged 10b5-1 trading plan adopted on 2026-03-02, meaning this activity was scheduled rather than discretionary. With 5 prior sells at Block in the preceding two weeks (June 10–18), this filing reflects continuation of a scheduled divestiture program rather than a single isolated transaction. The company reported -$308,681,000 net income in the latest quarter against $6,056,847,000 revenue, and the P/E of 36.63 sits well above historical norms, providing context for the magnitude of liquidation activity but not causation given the pre-arranged nature of the plan.

Director Eisen sells 18,000 shares across 3 days for $1,323,480 under 10b5-1 plan; holds 1.94M shares post-sale.

Anthony Mathew Eisen executed 3 separate sales totaling 18,000 shares for $1,323,480.00 on 2026-06-22, 2026-06-23, and 2026-06-24, reducing his holdings from 1,958,672 shares to 1,940,672 shares. This transaction is part of a pre-arranged 10b5-1 trading plan adopted on 2026-03-02, making it scheduled rather than discretionary. The blended average price of $73.53 falls modestly below the current price of $75.68, and the stock has appreciated 11.2% over 30 days and 27.5% over 90 days. His prior same-ticker trades span 2026-06-10 through 2026-06-18, all recent sells with outcomes not yet measurable. With 13 cross-ticker sells in his track record, this filing represents routine portfolio activity executed under a pre-existing formula.

Block Director Eisen sells 18,000 shares across 3 days for $1,338,240.00 under pre-arranged 10b5-1 plan; retains 1,958,672 shares

Anthony Mathew Eisen executed 3 separate sales totaling 18,000 shares (18.0K shares) for $1,338,240.00 on consecutive trading days (June 16–18, 2026) at prices ranging from $73.99 to $74.95, with a blended average price of $74.35. This transaction is part of a pre-arranged 10b5-1 trading plan adopted on 2026-03-02, making it a scheduled, non-discretionary sale rather than a discretionary market decision. Post-transaction, Eisen retains 1,958,672 shares (1.96M shares), representing a -0.9% reduction from his pre-transaction holdings of 1,976,672 shares (1.98M shares). The company's latest quarterly revenue stands at $6,056,847,000.00 ($6.1B) with a net loss of $-308,681,000.00 ($-308.7M), a context that provides backdrop but cannot be attributed to timing of this scheduled execution.

Block CFO Amrita Ahuja sold 8,093 shares at $75.00 under pre-arranged 10b5-1 plan; holds 463.2K shares post-sale.

Amrita Ahuja, CFO & COO of Block, Inc., executed a sale of 8,093 shares for $606,975.00 on 2026-06-16 as part of a pre-arranged 10b5-1 trading plan adopted on 2026-03-02, meaning this transaction was scheduled rather than discretionary. The sale represents a -1.7% reduction against her pre-transaction holdings of 471,339 shares, leaving her with 463,246 shares post-transaction. Block's fundamentals show $6.1B in latest-quarter revenue offset by a $-308.7M net loss, with minimal annual revenue growth of +0.3%; the stock trades at a P/E of 35.11 and is -9.4% from its 52-week high of $82.50. Prior sales at this ticker have been mixed: two trades on 2026-06-01 are not yet measurable, a 2026-04-21 sale showed a -8.5% 30-day return, and two earlier 2025 sales generated negative 90-day returns of -13.9% and -17.4%. Because this transaction is governed by a pre-arranged schedule rather than insider discretion, it carries limited signal regarding management confidence or market timing conviction.

Director Anthony Mathew Eisen sold 18,000 shares across 3 days (June 9-11) for $1,209,180.00 under scheduled 10b5-1 plan

Director Anthony Mathew Eisen executed 3 separate sales totaling 18,000 shares for $1,209,180.00 on 2026-06-09, 2026-06-10, and 2026-06-11 at prices of $68.82, $66.64, and $66.07 respectively. This transaction is part of a pre-arranged 10b5-1 trading plan adopted on 2026-03-02, meaning the sales were scheduled, not discretionary responses to current market conditions. Post-transaction holdings of 1,984,990 shares represent a -0.9% reduction, leaving the director with substantial ongoing stake in the company. The FUNDAMENTALS context shows Block reporting $6,056,847,000.00 in latest quarterly revenue alongside net income of $-308,681,000.00, underscoring operational losses even at scale; the broader backdrop includes the stock down -4.2% over the prior 30 days despite a +15.6% gain over 90 days. Without discretionary timing signals here, the filing is primarily notable as a data point in ongoing insider holdings management.