ETSY ETSY INC Insider Trading

Director Josh Silverman sold 22,881 shares of ETSY at $84.00 (scheduled 10b5-1 plan); retains 139,884 shares plus 65,562 options.

Josh Silverman, a Director at Etsy, sold 22,881 shares (22.9K shares) for $1,922,004.00 ($1.9M) on 2026-07-15 at $84.00 per share pursuant to a pre-arranged 10b5-1 trading plan adopted on 2025-11-20. This was a scheduled, non-discretionary transaction. Post-transaction, Silverman holds 139,884 shares (139.9K shares) in non-derivative form, representing a -14.1% reduction from his pre-transaction holdings of 162,765 shares (162.8K shares), and retains 65,562 employee stock options. The sale occurs during a period of stock strength: ETSY has appreciated +15.5% over 30 days and +35.9% over 90 days, currently trading at $84.10, only -3.5% from its 52-week high of $87.14. Across Silverman's broader insider trading history, his 18 prior open-market sales showed an average 90-day return of +4.3%, indicating that past sells have occurred ahead of continued stock appreciation. At Etsy specifically, the insider executed five prior sales between 2026-06-16 and 2026-07-01, all within the same ~30-day window, following the same scheduled plan mechanics.

Director Josh Silverman sold 39.2K shares of ETSY at $79.00 on 2026-07-10 via scheduled 10b5-1 plan; retains 139.9K non-derivative shares plus 88,443 stock options

Josh Silverman sold 39,161 shares at $79.00 on 2026-07-10 as part of a pre-arranged 10b5-1 trading plan adopted on 2025-11-20, resulting in $3,093,719.00 in proceeds. This is a scheduled, non-discretionary transaction occurring during a period when ETSY shares have appreciated significantly — 30-day change: +19.6%, 90-day change: +43.4%. Silverman's non-derivative holdings declined from 179,045 shares to 139,884 shares (a -21.9% reduction), but he retains 88,443 employee stock options, indicating continued ownership exposure to the company. His cross-ticker sell history shows 18 prior sales with an average 90-day return of +4.3%, indicating prior sells have occurred before subsequent price appreciation; however, the scheduled nature of this trade removes any timing inference.

Director Frederick R Wilson sold 20,000 ETSY shares for $1,487,855.01 via scheduled 10b5-1 plan on 2026-07-01.

Frederick R Wilson, Director, executed 4 separate sales totaling 20,000 shares for $1,487,855.01 at prices ranging from $73.29 to $76.05, reducing his holdings from 461,329 shares to 441,329 shares. This transaction was executed under a pre-arranged 10b5-1 trading plan adopted on 2026-02-20, meaning it was scheduled rather than discretionary. At the time of sale, ETSY was trading within its 52-week range at $74.39 blended average price, and the stock has subsequently gained 12.3% over 30 days and 39.2% over 90 days. Wilson's prior sales at ETSY across 5 recent trades have shown positive 30-day returns (ranging from +5.2% to +21.4%), though 90-day outcome data is not yet measurable for those positions. His cross-ticker track record of 20 prior sells shows materially different timing characteristics (avg 90d return of -25.4%), but this particular transaction's execution pattern and outcome cannot be characterized as well- or poorly-timed given its pre-arranged nature.

Josh Silverman sells 92,404 ETSY shares for $6,923,939.87 via scheduled 10b5-1 plan; retains 139,884 non-derivative shares.

Josh Silverman, a director at ETSY, executed 3 separate sales totaling 92,404 shares for $6,923,939.87 on 2026-07-01 at prices ranging from $74.05 to $75.95, representing a -39.8% reduction in his non-derivative holdings to 139,884 shares post-transaction. This transaction is part of a pre-arranged 10b5-1 trading plan adopted on 2025-11-20, making it scheduled rather than discretionary. Silverman retains substantial exposure to ETSY through 271,541 derivative shares across restricted stock units and employee stock options, indicating continued material stake in the company. His cross-ticker track record shows 18 prior sells with an average 90-day return of +1.4%, though same-ticker outcomes at ETSY remain limited, with his most recent June sells showing +5.4% to +6.2% 30-day returns—context that does not apply to this scheduled sale given the mechanical nature of 10b5-1 executions.

Director Josh Silverman sells 97,389 shares of ETSY at $79.00 ($7.7M); 97.4K shares remains scheduled 10b5-1 reduction plan; holds 130,694 shares post-sale plus 220,008 employee options.

Director Josh Silverman executed a scheduled sale of 97,389 shares at $79.00 on 2026-06-24 as part of a pre-arranged 10b5-1 trading plan adopted on 2025-11-20, reducing non-derivative holdings from 228,083 shares to 130,694 shares. The transaction occurred near the 52-week high of $79.90 and follows a recent pattern of five prior ETSY sales within the same trading plan, including three additional sales in early June 2026. The stock has appreciated 20.8% over the 30-day period and 64.2% over the 90-day period preceding this sale. Silverman retains 220,008 shares in employee stock options, meaning his full economic position in ETSY remains materially intact despite the scheduled non-derivative reduction.

Josh Silverman (Director) sold 102,479 shares at $73.27 avg for $7,508,446 via scheduled 10b5-1 plan; retains 130,694 non-derivative shares plus 687,273 option shares.

Director Josh Silverman executed 2 separate sales totaling 102,479 shares for $7,508,446.00 on 2026-06-15 and 2026-06-16, reducing non-derivative holdings by -43.9% to 130,694 shares post-transaction. This sale is part of a pre-arranged 10b5-1 trading plan adopted on 2025-11-20, making it a scheduled, non-discretionary execution rather than a discretionary trade decision. Silverman's cross-ticker track record shows 18 prior sells averaged -2.2% return over 30 days and -1.7% over 90 days, while his same-ticker history at ETSY shows mixed near-term outcomes (most recent measurable trades on 2026-05-01 posted +5.2% and +5.9% 30-day returns). The stock currently trades at $72.83, within 4.8% of its 52-week high of $76.52, following a +23.8% 30-day gain and +33.0% 90-day gain; Silverman retains derivative holdings totaling 687,273 option shares, preserving significant upside exposure through Employee Stock Options (Right to Buy).

Josh Silverman (Director, ETSY) sold 134,730 shares for $9,281,065.70 via scheduled 10b5-1 plan on 2026-06-01

Josh Silverman executed 2 separate sales totaling 134,730 shares for $9,281,065.70 on 2026-06-01, reducing his non-derivative holdings from 265,424 shares to 130,694 shares (-50.8% vs pre-transaction holdings), though he retains 419,876 shares in employee stock options. This transaction was scheduled under a 10b5-1 trading plan adopted on 2025-11-20, meaning it reflects a pre-arranged commitment rather than a discretionary decision. The blended average sale price of $68.89 compares to a current market price of $67.05, with the 52-week range at $44.00–$76.52. Across Silverman's same-ticker history at ETSY, his prior 5 trades show mixed 30-day returns (ranging from -6.6% to +5.9%) but generally positive 90-day outcomes (ranging from +1.1% to +9.0%), suggesting that scheduled sell patterns at this stock have historically preceded near-term price movement in both directions.

Director Frederick R Wilson sells 20,000 ETSY shares for $1,375,820 via scheduled 10b5-1 plan

Frederick R Wilson, Director at ETSY, executed 2 separate sales totaling 20,000 shares for $1,375,820 at blended average price $68.79 on 2026-06-01. This transaction was part of a pre-arranged 10b5-1 trading plan adopted on 2026-02-20, making it a scheduled, non-discretionary sale. Wilson's post-transaction holdings of 461,329 shares represent a 4.2% reduction from the prior position of 481,329 shares. Notably, his prior 3 trades at ETSY (all on 2026-05-22) each showed subsequent 30-day and 90-day gains of +14.5%, +12.6%, and +11.3% respectively, contrasting sharply with his cross-ticker track record of 20 prior sells averaging -11.0% 30-day return and -21.8% 90-day return. Since this sale is governed by a 10b5-1 plan, it reflects pre-planned execution rather than a discretionary market timing decision.

Director Frederick R Wilson sold 20,000 shares of ETSY at $61.63 average on 2026-05-22 via pre-arranged 10b5-1 plan.

Frederick R Wilson executed 3 separate sales totaling 20,000 shares for $1,232,674.75 at prices ranging from $60.92 to $62.64, reducing his holdings from 501,329 shares to 481,329 shares (-4.0%). This transaction was conducted through a pre-arranged 10b5-1 trading plan adopted on 2026-02-20, indicating the sales were scheduled and not discretionary decisions made in response to current market conditions. The sales occurred at $61.63 blended average against current price of $64.33, and the stock is -15.9% from its 52-week high of $76.52, yet up 20.4% over the prior 90 days. His cross-ticker track record shows 20 prior sells with average 90-day returns of -28.7%, though this historical pattern is not predictive of this particular scheduled transaction.

Director Josh Silverman exercises stock options, then sells majority of new shares as stock rebounds from weakness

Director Josh Silverman exercised roughly 88,000 stock options and immediately sold over 88,000 shares across two transactions, pocketing approximately $5.67 million in the process. The sale pattern—unloading most of the newly exercised shares at the higher end of recent trading activity—suggests routine option-exercise liquidity management rather than a conviction play. Silverman's single prior trade was a sale just two days earlier, indicating a pattern of trimming positions. The stock is currently trading well below its recent highs after a significant recovery over the past month, which means Silverman is selling into strength rather than weakness. Combined with the company's solid profitability and reasonable financial position, this appears to be straightforward wealth diversification by a board member executing vested equity compensation, not a signal of insider confidence or concern about fundamentals.