ETSY ETSY INC Insider Trading

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.

Director Josh Silverman exercises and immediately sells 36,443 shares at significant profit.

Josh Silverman, a director at Etsy, exercised and sold a meaningful block of shares on the same day, locking in a substantial gain on the exercise spread. The mechanics here are routine—option exercise followed by same-day sale is common for directors managing tax liability and diversification—but the context matters: the stock has rallied sharply in recent months and is currently trading notably below its recent highs, suggesting Silverman chose to trim a meaningful portion of his holdings into strength rather than wait. The transaction reflects neither bullish conviction nor bearish concern; it's a standard liquidity event for a board member. With Etsy showing robust profitability and revenue growth, this does not signal operational distress, but it does show a director taking chips off the table after a significant recent run.