| 2025-07-02 | Dale Ajmere | Chief Accounting Officer | Sell | 366 | $69.26 | $25,349.16 | -0.3% | → |
| 2025-07-02 | Esperanza Chrysty | Chief Legal Officer | Sell | 406 | $69.26 | $28,119.56 | -0.3% | → |
| 2025-07-02 | Prasanna Dhananjay | Technology + Engineering Lead | Sell | 6,000 | $67.84 | $407,048.00 | -0.6% | → |
| 2025-06-16 | Prasanna Dhananjay | Technology + Engineering Lead | Sell | 2,800 | $63.51 | $177,828.00 | -0.9% | → |
| 2025-06-06 | Jennings Owen Britton | Business Lead | Sell | 2,185 | $65.00 | $142,025.00 | -0.8% | → |
| 2025-06-02 | Prasanna Dhananjay | Technology + Engineering Lead | Sell | 2,800 | $60.56 | $169,568.00 | -0.9% | → |
| 2025-05-27 | Prasanna Dhananjay | Technology + Engineering Lead | Sell | 11,318 | $61.41 | $695,039.08 | -1.7% | → |
| 2025-05-22 | Jennings Owen Britton | Business Lead | Sell | 15,136 | $56.30 | $852,215.84 | -1.7% | → |
| 2025-05-21 | Grassadonia Brian | Ecosystem Lead | Sell | 6,494 | $56.39 | $366,196.66 | -1.1% | → |
| 2025-05-21 | Dale Ajmere | Chief Accounting Officer | Sell | 1,928 | $56.39 | $108,719.92 | -1.7% | → |
| 2025-05-21 | Ahuja Amrita | CFO & COO | Sell | 10,002 | $56.39 | $564,012.78 | -3.0% | → |
| 2025-05-21 | Esperanza Chrysty | Chief Legal Officer | Sell | 3,009 | $56.39 | $169,677.51 | -2.2% | → |
| 2025-05-12 | Esperanza Chrysty | Chief Legal Officer | Sale+OE | 7,500 | $55.00 | $412,500.00 | -5.3% | → |
| 2025-04-02 | Jennings Owen Britton | Business Lead | Sell | 1,263 | $56.19 | $70,967.97 | -0.7% | → |
| 2025-04-02 | Ahuja Amrita | CFO & COO | Sell | 1,976 | $56.19 | $111,031.44 | -0.8% | → |
| 2025-04-02 | Esperanza Chrysty | Chief Legal Officer | Sell | 365 | $56.19 | $20,509.35 | -0.4% | → |
| 2025-04-02 | Grassadonia Brian | Ecosystem Lead | Sell | 1,885 | $56.19 | $105,918.15 | -0.3% | → |
| 2025-04-02 | Dale Ajmere | Chief Accounting Officer | Sell | 974 | $55.31 | $53,874.06 | -0.6% | → |
| 2025-02-24 | Jennings Owen Britton | Business Lead | Sell | 12,282 | $69.30 | $851,110.77 | -3.2% | → |
| 2025-02-24 | Grassadonia Brian | Cash App Lead | Sell | 7,773 | $69.35 | $539,082.93 | -0.7% | → |
| 2025-02-21 | Esperanza Chrysty | Chief Legal Officer | Sell | 1,627 | $70.32 | $114,410.64 | -1.9% | → |
| 2025-02-21 | Ahuja Amrita | CFO & COO | Sell | 6,345 | $70.32 | $446,180.40 | -2.6% | → |
| 2025-02-21 | Dale Ajmere | Chief Accounting Officer | Sell | 1,467 | $70.32 | $103,159.44 | -1.7% | → |
| 2025-01-03 | Grassadonia Brian | Cash App Lead | Sell | 4,236 | $89.44 | $378,855.08 | -0.4% | → |
| 2025-01-02 | Jennings Owen Britton | Business Lead | Sell | 2,836 | $89.38 | $253,485.60 | -0.7% | → |
| 2025-01-02 | Ahuja Amrita | CFO & COO | Sell | 1,502 | $86.52 | $129,953.04 | -0.6% | → |
| 2025-01-02 | Dale Ajmere | Chief Accounting Officer | Sell | 2,044 | $86.72 | $177,251.88 | -1.2% | → |
| 2025-01-02 | Esperanza Chrysty | Chief Legal Officer | Sell | 418 | $86.52 | $36,165.36 | -0.5% | → |
| 2024-12-02 | Esperanza Chrysty | Chief Legal Officer | Sale+OE | 2,865 | $95.00 | $272,175.00 | -3.3% | → |
| 2024-11-22 | Ahuja Amrita | CFO & COO | Sell | 9,927 | $91.71 | $910,434.37 | -2.0% | → |
| 2024-11-22 | Grassadonia Brian | Cash App Lead | Sell | 11,616 | $91.49 | $1,062,778.72 | -0.7% | → |
| 2024-11-21 | Dale Ajmere | Chief Accounting Officer | Sell | 1,781 | $91.43 | $162,836.83 | -2.0% | → |
| 2024-11-21 | Esperanza Chrysty | Chief Legal Officer | Sell | 1,961 | $91.43 | $179,294.23 | -2.2% | → |
| 2024-11-18 | Esperanza Chrysty | Chief Legal Officer | Sell | 687 | $90.00 | $61,830.00 | -0.8% | → |
| 2024-11-18 | Grassadonia Brian | Cash App Lead | Sell | 341 | $83.67 | $28,531.47 | - | → |
| 2024-11-12 | Dale Ajmere | Chief Accounting Officer | Sell | 1,000 | $85.00 | $85,000.00 | -1.1% | → |