Khozema Shipchandler is CFO at TWILIO INC (TWLO). They have made 72 open-market trades across 1 company since 2019, most recently 2026-10-05.
CIK 0001737610
Unrated. We grade insiders only on stock they chose to buy on the open market. Grants, option exercises and vesting say nothing about timing, so they don't count — which is why someone can file often and still have no grade. It isn't a bad sign: unrated buys beat every graded tier below A.
0 open-market purchases, against 72 sales. Too few scored purchases to measure a record yet.
| Ticker | Shares | Value |
|---|---|---|
| TWLO | 178,863 | $43.7M |
| LIFE | 27,312 | $1.0M |
| SMAR | 2,640 | $149K |
| Total | $44.9M |
Shares reported on the most recent Form 4, priced at the 2026-10-07 close.
Counted per filing, not per execution lot — a purchase filled in several tranches is one decision.
| Ticker | Type | Traded | Filed | Price | Value | 7d Stock | 30d Stock | 90d Stock |
|---|---|---|---|---|---|---|---|---|
| TWLO | SELL · 10b5-1 | 2026-10-05 | 2026-10-07 | $291.03 | $4.2M | — | — | — |
| TWLO | SELL | 2026-09-30 | 2026-10-02 | $294.08 | $4.1M | -7.8% | — | — |
| TWLO | SELL · 10b5-1 | 2026-07-06 | 2026-07-08 | $210.43 | $3.0M | -3.0% | +14.1% | +32.3% |
| TWLO | SELL | 2026-06-30 | 2026-07-02 | $201.26 | $2.8M | +2.5% | -4.7% | +41.8% |
| TWLO | SELL · 10b5-1 | 2026-06-04 | 2026-06-08 | $235.88 | $10.4M | -11.7% | +2.3% | +7.1% |
| TWLO | SELL · 10b5-1 | 2026-05-26 | 2026-05-28 | $185.70 | $6.0M | +9.1% | +5.8% | +21.7% |
| TWLO | SELL · 10b5-1 | 2026-04-06 | 2026-04-08 | $133.39 | $2.1M | +13.3% | +57.1% | +64.9% |
| TWLO | SELL | 2026-03-31 | 2026-04-02 | $122.81 | $1.6M | -0.0% | +41.5% | +56.1% |
| TWLO | SELL | 2026-01-06 | 2026-01-08 | $134.28 | $1.8M | -12.5% | -14.9% | -5.7% |
| TWLO | SELL | 2025-12-31 | 2026-01-05 | $143.37 | $1.9M | -11.1% | -17.0% | -2.4% |
| TWLO | SELL · 10b5-1 | 2025-10-03 | 2025-10-07 | $104.08 | $2.7M | -2.0% | +17.2% | +25.2% |
| TWLO | SELL | 2025-09-30 | 2025-10-02 | $100.59 | $2.8M | +2.8% | +29.4% | +35.3% |
| TWLO | SELL · 10b5-1 | 2025-07-03 | 2025-07-08 | $117.05 | $3.2M | +6.9% | -0.1% | -10.4% |
| TWLO | SELL · 10b5-1 | 2025-06-30 | 2025-07-02 | $124.50 | $4.5M | +8.4% | +4.1% | -14.0% |
| TWLO | SELL · 10b5-1 | 2025-04-03 | 2025-05-16 | $91.53 | $2.6M | +2.4% | +1.9% | -11.9% |
| TWLO | SELL | 2025-03-31 | 2025-04-02 | $95.88 | $2.3M | -9.3% | +5.1% | +23.0% |
| TWLO | SELL · 10b5-1 | 2025-01-06 | 2025-01-08 | $113.58 | $2.5M | +3.4% | +33.6% | -25.4% |
| TWLO | SELL | 2024-12-31 | 2025-01-03 | $107.21 | $2.4M | +0.3% | +28.3% | -21.6% |
| TWLO | SELL · 10b5-1 | 2024-10-03 | 2024-10-07 | $66.19 | $1.5M | +3.9% | +33.6% | +67.2% |
| TWLO | SELL | 2024-09-30 | 2024-10-02 | $65.03 | $1.4M | +8.3% | +29.4% | +64.9% |
| TWLO | SELL · 10b5-1 | 2024-07-05 | 2024-07-09 | $56.26 | $1.2M | +3.6% | +7.1% | +21.2% |
| TWLO | SELL | 2024-07-01 | 2024-07-03 | $56.29 | $1.3M | +6.6% | +11.7% | +13.3% |
| TWLO | SELL · 10b5-1 | 2024-06-07 | 2024-06-11 | $57.00 | $1.4M | -5.8% | -2.0% | +1.1% |
| TWLO | SELL | 2024-04-01 | 2024-04-03 | $62.13 | $1.4M | -2.9% | +1.8% | -5.9% |
| TWLO | SELL | 2024-01-02 | 2024-01-04 | $72.18 | $1.5M | +5.8% | +1.6% | -10.4% |
Grouped by shared companies and similar filing behaviour. This is a similarity measure, not a ranking or a performance signal.