AMZN AMAZON COM INC Insider Trading

CEO Andrew Jassy sells 20,000 AMZN shares for $5,268,342.08 under 10b5-1 plan; retains 2.21M shares plus 950,000 RSU awards.

On 2026-05-21, Andrew R Jassy (President and CEO) executed 5 separate sales totaling 20,000 shares for $5,268,342.08 at prices ranging from $261.95 to $265.61, with a blended average of $263.42. The transaction is part of a pre-arranged 10b5-1 trading plan, indicating it is scheduled rather than discretionary. Post-transaction, Jassy holds 2,205,766 non-derivative shares (a -0.9% reduction from 2,225,766), alongside 950,000 restricted stock units. Across his broader cross-ticker selling history, Jassy's 20 prior open-market sales yielded average 90-day returns of +6.7%, though his ticker-specific track at AMZN shows mixed results, with four of five prior 2026 sales followed by positive 30/90-day returns but the most recent sell on 2026-05-04 followed by -3.2% both periods. The company's fundamentals remain strong with $181.5B in latest-quarter revenue, $30.3B net income, and +12.4% annual revenue growth.

AWS CEO Matthew S Garman sells 15,467 shares for $4,073,956.31 under pre-arranged 10b5-1 plan on 2026-05-21

Matthew S Garman, who was CEO of Amazon Web Services, executed 5 separate sales totaling 15,467 shares for $4,073,956.31 at prices ranging from $261.93 to $265.64 on 2026-05-21. The filing is subject to a pre-arranged 10b5-1 trading plan, meaning this was a scheduled transaction rather than a discretionary move. Post-transaction non-derivative holdings stand at 14,159 shares, down 52.2% from pre-transaction levels of 29,626 shares; however, Garman retains 205,193 shares in derivative holdings (restricted stock units across four accounts), preserving meaningful equity exposure. His prior trades at Amazon show mixed outcomes, with three May 2026 sales returning 1.0%–1.7% over 90 days and two February 2026 sales returning 29.3% and 30.5%, suggesting no consistent timing pattern at this ticker. The transaction itself carries no discretionary signal given the 10b5-1 plan structure.

Former CEO Worldwide Amazon Stores sells 6,370 shares ($1.7M) in scheduled 10b5-1 plan.

Douglas J Herrington, who was CEO Worldwide Amazon Stores at the time of filing, executed 3 separate open-market sales on 2026-05-21 totaling 6,370 shares for $1,671,439.16 at prices ranging from $261.88 to $263.85. This transaction is part of a pre-arranged 10b5-1 trading plan, meaning it was scheduled in advance rather than a discretionary decision timed to current market conditions. Following the sale, Herrington retained 486,527 non-derivative shares, a reduction of 6.4K shares or 1.3% against his prior holdings; his broader economic position also includes 228,300 shares held through restricted stock unit awards across three award tranches, so his stake in Amazon remains substantial. His cross-ticker trading history shows an average 90-day return of +12.4% following prior open-market sells, while his same-ticker AMZN transactions in early May 2026 yielded mixed near-term results (ranging from -3.2% to +1.8% over 90 days), providing limited directional conviction from historical outcome patterns at this specific ticker.

SVP Zapolsky executes 6 scheduled sales totaling 15,450 shares for $4,117,251.78 at AMZN under 10b5-1 plan

David Zapolsky, Senior Vice President at Amazon, executed 6 separate sales on 2026-05-21 and 2026-05-22 totaling 15,450 shares for $4,117,251.78 at a blended average price of $266.49. The transaction is part of a pre-arranged 10b5-1 trading plan, meaning the sales were scheduled rather than discretionary. Post-transaction, Zapolsky retains 41,190 non-derivative shares, down 27.3% from his pre-transaction holding of 56,640 shares, though he maintains derivative holdings totaling 174,136 shares across two Restricted Stock Unit Awards. Across Zapolsky's cross-ticker track record, his 20 prior sales show an average 90-day return of +10.0%, while his 5 prior sales at AMZN specifically averaged 90-day returns ranging from +28.0% to +30.0%, reflecting a pattern of subsequent stock appreciation after his prior divestments at this ticker.

VP Reynolds sold 2,363 AMZN shares for $620,003.22 via scheduled 10b5-1 plan on 2026-05-21

Shelley Reynolds, Vice President at Amazon, executed three separate sales totaling 2,363 shares for $620,003.22 at an average price of $262.38 on 2026-05-21, reducing her non-derivative holdings by 1.9% to 119,780 shares. This sale was part of a pre-arranged 10b5-1 trading plan, indicating a scheduled, non-discretionary transaction rather than a discretionary market judgment. Reynolds maintains 26,209 shares through restricted stock unit awards (two separate RSU vehicles), preserving meaningful economic exposure to the company. The transaction represents routine portfolio management within an automated trading framework rather than a signal of material conviction or concern.

AWS CEO Garman sold 11.5K AMZN shares for $3.0M via 10b5-1 plan; holdings cut to 11.4K

Garman Matthew S, who was CEO of Amazon Web Services, executed three separate sales totaling 11,475 shares for $3,013,972.88 at a blended average price of $262.66 on 2026-05-15, reducing his holdings by 50.1% to 11,430 shares post-transaction. The transaction was conducted under a pre-arranged 10b5-1 trading plan, meaning it was scheduled rather than discretionary. His prior sales at AMZN have generated positive 30-day and 90-day returns (ranging from +1.8% to +3.7% over 30 days and +27.3% to +29.7% over 90 days), though this specific sale's timing implications are neutral since it was executed per plan. The stock is currently trading at $259.34, down 6.9% from its 52-week high, and has delivered strong recent performance with a +26.6% gain over the past 90 days.

Douglas Herrington (ex-CEO Worldwide Amazon Stores) sold 3,742 shares for $982,601.87 via 10b5-1 plan on 2026-05-15

Herrington Douglas J, who was CEO Worldwide Amazon Stores at the time of the filing, executed 3 separate sales totaling 3,742 shares for $982,601.87 at blended average price $262.59 on 2026-05-15. The transaction is part of a pre-arranged 10b5-1 trading plan, meaning it was scheduled rather than discretionary. His post-transaction holdings remain substantial at 476,972 shares. His cross-ticker track record shows 20 prior sells with average 90-day return +9.7%, though his same-ticker prior trades at AMZN are mixed: the two most recent sales on 2026-05-04 and 2026-05-01 returned -3.7% and -0.3% respectively over 30 days. Stock price context: current price of $259.34 is -6.9% from the 52-week high of $278.56, and the stock is +26.6% over the past 90 days. The modest share reduction of 3,742 shares represents only -0.8% of his pre-transaction holdings, indicating continuation of a structured divestment program rather than material repositioning.

Amazon CEO Jassy sells $8.6M in shares; his sixth sale at the company in 36 months with mixed recent timing.

Andrew Jassy, Amazon's President and CEO, sold roughly one percent of his holdings on a single trading day as the stock trades modestly below its 52-week high and continues a multi-year pattern of open-market dispositions. This is his sixth sale at Amazon in the past three years, following a wave of five prior exits. Examining his track record at this specific ticker reveals conflicting timing: at the 30-day horizon, four of his five prior Amazon sales proved well-timed as the stock subsequently declined, but over 90 days all five prior sales were poorly timed, with the stock rising after each exit. The company remains financially strong with growing revenue and substantial profitability, and Jassy retains significant personal exposure to Amazon through his remaining shareholdings. The repeated selling pattern against a backdrop of solid fundamentals and stock price recovery suggests portfolio management rather than loss of confidence in the business.

Amazon CEO Douglas Herrington sells ~28.5K shares totaling ~$7.8M, trimming 5.7% of holdings as stock trades near all-time highs.

Herrington Douglas J, Amazon's CEO of Worldwide Stores, executed two sales totaling approximately $7.8 million, reducing his stake by nearly 6 percent. The timing is notable: the stock recently rallied sharply and is currently trading at its all-time high, a moment when insiders typically lock in gains rather than accumulate. What softens the bearish signal is the modest overall portfolio reduction and the company's fundamental strength—Amazon remains deeply profitable with robust revenue growth and strong quarterly results, suggesting this may be routine capital redeployment from a senior executive rather than a vote of no-confidence. However, C-suite sales of this magnitude at valuation peaks are worth monitoring, particularly if other senior officers follow suit in the coming weeks.

Director Jonathan Rubinstein sells ~$1M in Amazon shares as stock hits 52-week highs after sharp recent rally.

Jonathan Rubinstein, a director of Amazon, sold a meaningful block of shares worth approximately $1 million, reducing his holdings by under 5%. The timing is noteworthy: the sale occurred as the stock reached its 52-week highs after a strong rally over recent months, a pattern often associated with directors trimming positions into strength. Rubinstein has a very limited recent trading history—just one prior sale days before this transaction—so this doesn't represent a clear pattern of conviction or concern. The underlying company remains fundamentally healthy with growing revenue and solid profitability, so the sale doesn't signal financial distress; rather, it appears more consistent with routine portfolio rebalancing or liquidity needs at elevated valuations. For retail investors, isolated director sales at market peaks are common and don't warrant alarm, but they're worth noting as a data point when considered alongside the stock's stretched valuation and frothy recent momentum.