Shipchandler Khozema, CEO of Twilio Inc. ($TWLO), made 23 open market sales of company stock over the past year, totaling about $13 million. His most recent sale occurred on January 6, 2026. These transactions rank him 929th among nearly 12,000 insiders by sale value, surpassing the average of $8.6 million across about 6 sales per insider. Khozema recorded no open market purchases during this period.
| Transaction Date | Company | Ticker | Insider Name | Title | Transaction Type | Security | Shares | Price | Shares Owned Following | Total Shares Outstanding | % of Owned | % of Outstanding |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| March 31, 2026 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 1850 | $123.92 | 251,357.0000 | 160,212,338 | 0.73% | 0.00% |
| March 31, 2026 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 100 | $125.06 | 251,257.0000 | 160,212,338 | 0.04% | 0.00% |
| March 31, 2026 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 5893 | $122.35 | 257,988.0000 | 160,212,338 | 2.23% | 0.00% |
| March 31, 2026 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 4781 | $122.90 | 253,207.0000 | 160,212,338 | 1.85% | 0.00% |
| Feb. 21, 2026 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | A | Class A Common Stock | 70100 | $0.00 | 263,881.0000 | 160,212,338 | 36.17% | 0.04% |
| Jan. 6, 2026 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 11123 | $134.50 | 193,813.0000 | 160,212,338 | 5.43% | 0.01% |
| Jan. 6, 2026 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 32 | $134.86 | 193,781.0000 | 160,212,338 | 0.02% | 0.00% |
| Jan. 6, 2026 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 2181 | $133.18 | 204,936.0000 | 160,212,338 | 1.05% | 0.00% |
| Dec. 31, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 13266 | $143.37 | 207,117.0000 | 160,212,338 | 6.02% | 0.01% |
| Oct. 3, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 9460 | $104.37 | 220,383.0000 | 160,212,338 | 4.12% | 0.01% |
| Oct. 3, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 3462 | $103.30 | 229,843.0000 | 160,212,338 | 1.48% | 0.00% |
| Sept. 30, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 6547 | $101.07 | 233,305.0000 | 165,925,128 | 2.73% | 0.00% |
| Sept. 30, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 5373 | $100.44 | 239,852.0000 | 165,925,128 | 2.19% | 0.00% |
| Sept. 30, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 1761 | $99.26 | 245,225.0000 | 165,925,128 | 0.71% | 0.00% |
| July 3, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 8993 | $116.69 | 251,588.0000 | 165,925,128 | 3.45% | 0.01% |
| July 3, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 34 | $118.33 | 246,986.0000 | 165,925,128 | 0.01% | 0.00% |
| July 3, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 4568 | $117.76 | 247,020.0000 | 165,925,128 | 1.82% | 0.00% |
| June 30, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 3825 | $124.84 | 260,581.0000 | 165,925,128 | 1.45% | 0.00% |
| June 30, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 3175 | $124.25 | 264,406.0000 | 165,925,128 | 1.19% | 0.00% |
| June 30, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 13008 | $124.51 | 267,581.0000 | 165,925,128 | 4.64% | 0.01% |
| April 3, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 7027 | $90.47 | 288,107.0000 | 165,925,128 | 2.38% | 0.00% |
| April 3, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 2303 | $91.56 | 285,804.0000 | 165,925,128 | 0.80% | 0.00% |
| April 3, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 2404 | $92.38 | 283,400.0000 | 165,925,128 | 0.84% | 0.00% |
| April 3, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 2011 | $93.61 | 281,389.0000 | 165,925,128 | 0.71% | 0.00% |
| April 3, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 800 | $94.40 | 280,589.0000 | 165,925,128 | 0.28% | 0.00% |
| March 31, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 5647 | $96.60 | 295,134.0000 | 165,925,128 | 1.88% | 0.00% |
| March 31, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 2671 | $95.72 | 300,781.0000 | 165,925,128 | 0.88% | 0.00% |
| March 31, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 3738 | $94.91 | 303,452.0000 | 165,925,128 | 1.22% | 0.00% |
| Feb. 18, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | A | Class A Common Stock | 62219 | $0.00 | 307,190.0000 | 165,925,128 | 25.40% | 0.04% |
| Jan. 6, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 5827 | $113.82 | 244,971.0000 | 165,925,128 | 2.32% | 0.00% |
| Jan. 6, 2025 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 5007 | $113.31 | 250,798.0000 | 165,925,128 | 1.96% | 0.00% |
| Dec. 31, 2024 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 11285 | $107.21 | 255,805.0000 | 170,063,452 | 4.23% | 0.01% |
| Oct. 3, 2024 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 11044 | $66.19 | 267,090.0000 | 170,063,452 | 3.97% | 0.01% |
| Sept. 30, 2024 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 100 | $65.50 | 278,134.0000 | 183,327,844 | 0.04% | 0.00% |
| Sept. 30, 2024 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 10973 | $65.03 | 278,234.0000 | 183,327,844 | 3.79% | 0.01% |
| July 5, 2024 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 10877 | $56.26 | 289,207.0000 | 183,327,844 | 3.62% | 0.01% |
| July 1, 2024 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 11241 | $56.29 | 300,084.0000 | 183,327,844 | 3.61% | 0.01% |
| June 7, 2024 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 24657 | $57.00 | 311,325.0000 | 183,327,844 | 7.34% | 0.01% |
| April 1, 2024 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | S | Class A Common Stock | 10961 | $62.13 | 335,982.0000 | 183,327,844 | 3.16% | 0.01% |
| Feb. 20, 2024 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Executive Officer | A | Class A Common Stock | 139344 | $0.00 | 346,943.0000 | 183,327,844 | 67.12% | 0.08% |
| Jan. 2, 2024 | TWILIO INC | $TWLO | Shipchandler Khozema | President, Communications | S | Class A Common Stock | 4826 | $71.72 | 213,293.0000 | 183,327,844 | 2.21% | 0.00% |
| Jan. 2, 2024 | TWILIO INC | $TWLO | Shipchandler Khozema | President, Communications | S | Class A Common Stock | 5694 | $72.57 | 207,599.0000 | 183,327,844 | 2.67% | 0.00% |
| Oct. 2, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | President, Communications | S | Class A Common Stock | 9925 | $57.84 | 218,319.0000 | 182,994,038 | 4.35% | 0.01% |
| Oct. 2, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | President, Communications | S | Class A Common Stock | 200 | $58.42 | 218,119.0000 | 182,994,038 | 0.09% | 0.00% |
| June 30, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | President, Communications | S | Class A Common Stock | 9878 | $64.07 | 228,244.0000 | 182,994,038 | 4.15% | 0.01% |
| March 31, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | President, Communications | S | Class A Common Stock | 1138 | $64.19 | 238,122.0000 | 182,994,038 | 0.48% | 0.00% |
| March 31, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | President, Communications | S | Class A Common Stock | 8805 | $63.73 | 239,260.0000 | 182,994,038 | 3.55% | 0.00% |
| Feb. 22, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Operating Officer | A | Class A Common Stock | 50613 | $0.00 | 121,943.0000 | 182,994,038 | 70.96% | 0.03% |
| Feb. 23, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Operating Officer | S | Class A Common Stock | 13801 | $63.87 | 254,538.0000 | 182,994,038 | 5.14% | 0.01% |
| Feb. 22, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Operating Officer | A | Class A Common Stock | 101225 | $0.00 | 223,168.0000 | 182,994,038 | 83.01% | 0.06% |
| Feb. 22, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Operating Officer | A | Class A Common Stock | 45171 | $0.00 | 268,339.0000 | 182,994,038 | 20.24% | 0.02% |
| Feb. 23, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Operating Officer | S | Class A Common Stock | 354 | $65.60 | 248,065.0000 | 182,994,038 | 0.14% | 0.00% |
| Feb. 23, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Operating Officer | S | Class A Common Stock | 6119 | $64.93 | 248,419.0000 | 182,994,038 | 2.40% | 0.00% |
| Jan. 3, 2023 | TWILIO INC | $TWLO | Shipchandler Khozema | Chief Operating Officer | S | Class A Common Stock | 1591 | $49.22 | 71,330.0000 | 182,994,038 | 2.18% | 0.00% |