| Date | Insider | Role | Action | Shares | Price | Value |
|---|---|---|---|---|---|---|
| Jun 1, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 8.2K | $132.63 | $1.1M |
| Jun 1, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 24.0K | $133.47 | $3.2M |
| Jun 1, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 21.1K | $134.54 | $2.8M |
| Jun 1, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 49.3K | $135.37 | $6.7M |
| Jun 1, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 14.6K | $136.33 | $2.0M |
| Jun 1, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 66.0K | $137.61 | $9.1M |
| Jun 1, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 1.2K | $138.02 | $169K |
| Jun 1, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 5.5K | $135.33 | $744K |
| Jun 1, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 1.8K | $136.28 | $245K |
| Jun 1, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 7.9K | $137.60 | $1.1M |
| Jun 1, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 57 | $138.03 | $8K |
| May 29, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 500 | $132.95 | $66K |
| May 29, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 32.3K | $133.47 | $4.3M |
| May 29, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 34.2K | $134.41 | $4.6M |
| May 29, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 37.0K | $135.20 | $5.0M |
| May 29, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 4.8K | $135.16 | $645K |
| May 28, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 1.2K | $129.82 | $162K |
| May 28, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 18.5K | $130.85 | $2.4M |
| May 28, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 151.2K | $131.56 | $19.9M |
| May 28, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 37.7K | $132.61 | $5.0M |
| May 28, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 12.6K | $133.48 | $1.7M |
| May 28, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 44.6K | $134.44 | $6.0M |
| May 27, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 1.8K | $131.96 | $236K |
| May 27, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 94.0K | $132.52 | $12.5M |
| May 27, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 94.8K | $133.37 | $12.6M |
| May 27, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 38.9K | $134.20 | $5.2M |
| May 27, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 8.0K | $132.54 | $1.1M |
| May 27, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 8.8K | $133.38 | $1.2M |
| May 27, 2026 | Chesky Brian | CEO and Chairman, Director, 10% Owner | Sell(S) | 3.1K | $134.18 | $421K |
| May 26, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 780 | $132.75 | $104K |
| May 26, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 1.6K | $133.31 | $207K |
| May 26, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 336 | $134.54 | $45K |
| May 26, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 188 | $135.37 | $25K |
| May 26, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 4 | $136.01 | $544 |
| May 25, 2026 | Ahuja Amrita | Director | acquired(A) | 2.9K | — | $0 |
| May 25, 2026 | JORDAN JEFFREY D | Director | acquired(A) | 3.0K | — | $0 |
| May 25, 2026 | Manyika James | Director | acquired(A) | 2.9K | — | $0 |
| May 25, 2026 | AHRENDTS ANGELA J | Director | acquired(A) | 3.0K | — | $0 |
| May 25, 2026 | CHENAULT KENNETH I | Director | acquired(A) | 3.1K | — | $0 |
| May 25, 2026 | Lin Alfred | Director | acquired(A) | 2.9K | — | $0 |
| May 25, 2026 | Gebbia Joseph | Director, 10% Owner | acquired(C) | 200 | — | $0 |
| May 25, 2026 | Gebbia Joseph | Director, 10% Owner | acquired(A) | 2.7K | — | $0 |
| May 25, 2026 | Gebbia Joseph | Director, 10% Owner | disposed(C) | 200 | — | $0 |
| May 20, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | Sell(S) | 2.7K | $131.40 | $360K |
| May 19, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | disposed(F) | 4.1K | $134.40 | $549K |
| May 19, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | acquired(C) | 450 | — | $0 |
| May 19, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | disposed(C) | 450 | — | $0 |
| May 19, 2026 | Mertz Elinor | Chief Financial Officer | disposed(F) | 6.9K | $134.30 | $932K |
| May 19, 2026 | Bernstein David C | Chief Accounting Officer | disposed(F) | 849.939 | $134.30 | $114K |
| May 19, 2026 | Gebbia Joseph | Director, 10% Owner | acquired(C) | 3.45M | — | $0 |
| May 19, 2026 | Gebbia Joseph | Director, 10% Owner | disposed(C) | 3.45M | — | $0 |
| May 18, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 1.3K | $132.91 | $175K |
| May 18, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 11.2K | $133.70 | $1.5M |
| May 18, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 17.6K | $134.60 | $2.4M |
| May 18, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 16.0K | $135.34 | $2.2M |
| May 18, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 7.5K | $136.45 | $1.0M |
| May 18, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 421 | $137.06 | $58K |
| May 11, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | acquired(C) | 627 | — | $0 |
| May 11, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | Sell(S) | 447 | $145.47 | $65K |
| May 11, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | Sell(S) | 180 | $146.17 | $26K |
| May 11, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | disposed(C) | 627 | — | $0 |
| May 8, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | acquired(C) | 60.1K | — | $0 |
| May 8, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | Sell(S) | 42.7K | $145.48 | $6.2M |
| May 8, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | Sell(S) | 17.5K | $146.24 | $2.6M |
| May 8, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | disposed(C) | 60.1K | — | $0 |
| May 4, 2026 | Mertz Elinor | Chief Financial Officer | Sell(S) | 3.8K | $143.00 | $536K |
| May 4, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 2.7K | $138.75 | $380K |
| May 4, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 16.6K | $139.35 | $2.3M |
| May 4, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 21.3K | $140.34 | $3.0M |
| May 4, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 14.5K | $141.39 | $2.1M |
| May 4, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 1.3K | $142.49 | $191K |
| May 4, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 1.5K | $143.06 | $217K |
| Apr 23, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | acquired(A) | 39.2K | — | $0 |
| Apr 23, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | acquired(A) | 42.0K | — | $0 |
| Apr 23, 2026 | Bernstein David C | Chief Accounting Officer | acquired(A) | 11.2K | — | $0 |
| Apr 23, 2026 | Bernstein David C | Chief Accounting Officer | acquired(A) | 12.0K | — | $0 |
| Apr 23, 2026 | Mertz Elinor | Chief Financial Officer | acquired(A) | 72.8K | — | $0 |
| Apr 23, 2026 | Mertz Elinor | Chief Financial Officer | acquired(A) | 78.0K | — | $0 |
| Apr 22, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | acquired(C) | 24.8K | — | $0 |
| Apr 22, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | Sell(S) | 13.4K | $145.37 | $1.9M |
| Apr 22, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | Sell(S) | 11.2K | $146.42 | $1.6M |
| Apr 22, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | Sell(S) | 200 | $147.00 | $29K |
| Apr 22, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | disposed(C) | 24.8K | — | $0 |
| Apr 21, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | acquired(C) | 10.8K | — | $0 |
| Apr 21, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | Sell(S) | 10.8K | $145.25 | $1.6M |
| Apr 21, 2026 | Blecharczyk Nathan | Chief Strategy Officer, Director, 10% Owner | disposed(C) | 10.8K | — | $0 |
| Apr 20, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 3.3K | $140.77 | $462K |
| Apr 20, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 7.7K | $141.58 | $1.1M |
| Apr 20, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 25.8K | $142.49 | $3.7M |
| Apr 20, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 21.2K | $143.36 | $3.0M |
| Apr 8, 2026 | Mertz Elinor | Chief Financial Officer | Sell(S) | 3.8K | $130.99 | $491K |
| Apr 6, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 1.3K | $124.75 | $165K |
| Apr 6, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 19.7K | $125.67 | $2.5M |
| Apr 6, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 36.9K | $126.48 | $4.7M |
| Apr 6, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 100 | $127.02 | $13K |
| Mar 23, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 4.1K | $130.43 | $532K |
| Mar 23, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 7.0K | $131.66 | $917K |
| Mar 23, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 31.0K | $132.59 | $4.1M |
| Mar 23, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 16.0K | $133.27 | $2.1M |
| Mar 9, 2026 | Gebbia Joseph | Director, 10% Owner | Sell(S) | 3.1K | $128.72 | $399K |
Insider transactions sourced from SEC EDGAR Form 4 filings, normalized within minutes of acceptance. "Buy"/"Sell" mark open-market transactions (codes P/S) — the tradeable signal; awards, option exercises and tax-withholding are shown with their raw code. All data is public domain.
Programmatic access via the Arkolith API & MCP server (insider.transactions, insider.company).