TWLO
Twilio Inc
NYSE: TWLO · TECHNOLOGY · SOFTWARE - INFRASTRUCTURE
$198.59
-4.50% today
Updated 2026-06-05
Market cap
$34.30B
P/E ratio
342.41
P/S ratio
6.47x
EPS (TTM)
$0.66
Dividend yield
—
52W range
$92 – $238
Volume
2.8M
Twilio Inc (TWLO) Insider transactions
Net insider activity
Net selling (2,780,645 shares)
Buy transactions
27
Sell transactions
73
All transactions
| Date | Insider | Title | Type | Shares | Price | Value |
|---|---|---|---|---|---|---|
| 2026-06-04 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 44,158 | — | — |
| 2026-06-04 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Buy | 44,158 | $117.94 | $5.21M |
| 2026-06-01 | ROTTENBERG, ERIKA | Director | Sale | 2,000 | $199.01 | $398015.00 |
| 2026-05-27 | STAFMAN, ANDREW | Director | Sale | 1,000,000 | $184.14 | $184.14M |
| 2026-05-26 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 32,158 | — | — |
| 2026-05-26 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Buy | 32,158 | $76.63 | $2.46M |
| 2026-05-26 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 8,772 | $187.19 | $1.64M |
| 2026-05-26 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 4,719 | $186.55 | $880317.65 |
| 2026-05-26 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 4,524 | $185.15 | $837619.50 |
| 2026-05-26 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 4,469 | $188.00 | $840172.00 |
| 2026-05-26 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 3,986 | $184.55 | $735621.88 |
| 2026-05-26 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 2,677 | $182.75 | $489234.06 |
| 2026-05-26 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 2,084 | $181.96 | $379205.89 |
| 2026-05-26 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 927 | $180.70 | $167510.57 |
| 2026-05-19 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 1,828 | $200.00 | $365600.00 |
| 2026-05-15 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 900 | $197.80 | $178016.49 |
| 2026-05-15 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 476 | $196.76 | $93659.62 |
| 2026-05-12 | STAFMAN, ANDREW | Director | Sale | 675,000 | $193.54 | $130.64M |
| 2026-05-04 | ROTTENBERG, ERIKA | Director | Sale | 1,500 | $185.32 | $277973.85 |
| 2026-04-21 | ROTTENBERG, ERIKA | Director | Sale | 1,585 | $149.00 | $236165.00 |
| 2026-04-21 | ROTTENBERG, ERIKA | Director | Sale | 215 | $149.18 | $32073.70 |
| 2026-04-06 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 5,500 | $133.83 | $736066.10 |
| 2026-04-06 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 5,315 | $133.05 | $707177.76 |
| 2026-04-06 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 2,800 | $131.93 | $369405.96 |
| 2026-04-06 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 2,100 | $135.02 | $283543.05 |
| 2026-04-02 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 5,047 | $127.93 | $645682.39 |
| 2026-04-02 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 4,342 | $127.02 | $551533.43 |
| 2026-03-31 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 5,692 | $122.45 | $697012.72 |
| 2026-03-31 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 1,938 | $123.30 | $238957.53 |
| 2026-03-31 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 501 | $124.11 | $62178.06 |
| 2026-03-31 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 100 | $125.05 | $12505.00 |
| 2026-03-31 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 5,893 | $122.35 | $720986.75 |
| 2026-03-31 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 4,781 | $122.90 | $587597.81 |
| 2026-03-31 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 1,850 | $123.92 | $229247.19 |
| 2026-03-31 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 100 | $125.06 | $12505.50 |
| 2026-03-24 | ROBINSON, DOUGLAS A. | Director | Buy | 3,526 | — | — |
| 2026-03-15 | SUZUKI, MIYUKI | Director | Buy | 682 | — | — |
| 2026-03-15 | STAFMAN, ANDREW | Director | Buy | 688 | — | — |
| 2026-03-15 | ROTTENBERG, ERIKA | Director | Buy | 686 | — | — |
| 2026-03-15 | PATRICK, DEVAL L | Director | Buy | 673 | — | — |
| 2026-03-15 | IMMELT, JEFFREY R | Director | Buy | 703 | — | — |
| 2026-03-15 | EPSTEIN, JEFF | Director | Buy | 951 | — | — |
| 2026-03-15 | DUBINSKY, DONNA | Director | Sale | 673 | — | — |
| 2026-03-15 | BELL, CHARLES H | Director | Buy | 688 | — | — |
| 2026-03-02 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 806 | $125.00 | $100750.00 |
| 2026-02-21 | VIGGIANO, AIDAN | Chief Financial Officer | Buy | 37,554 | — | — |
| 2026-02-21 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Buy | 70,100 | — | — |
| 2026-02-17 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 823 | $110.57 | $91002.73 |
| 2026-02-17 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 200 | $111.01 | $22202.00 |
| 2026-01-06 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 11,123 | $134.50 | $1.50M |
| 2026-01-06 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 2,181 | $133.18 | $290470.60 |
| 2026-01-06 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 32 | $134.86 | $4315.52 |
| 2026-01-05 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 7,213 | $135.97 | $980751.61 |
| 2025-12-31 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 8,109 | $143.38 | $1.16M |
| 2025-12-31 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 13,266 | $143.37 | $1.90M |
| 2025-12-15 | SUZUKI, MIYUKI | Director | Buy | 635 | — | — |
| 2025-12-15 | STAFMAN, ANDREW | Director | Buy | 641 | — | — |
| 2025-12-15 | ROTTENBERG, ERIKA | Director | Buy | 639 | — | — |
| 2025-12-15 | PATRICK, DEVAL L | Director | Buy | 627 | — | — |
| 2025-12-15 | IMMELT, JEFFREY R | Director | Buy | 655 | — | — |
| 2025-12-15 | EPSTEIN, JEFF | Director | Buy | 885 | — | — |
| 2025-12-15 | DUBINSKY, DONNA | Director | Sale | 627 | — | — |
| 2025-12-15 | BELL, CHARLES H | Director | Buy | 641 | — | — |
| 2025-12-02 | STAFMAN, ANDREW | Director | Sale | 1,000,000 | $129.00 | $129.00M |
| 2025-11-19 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 546 | $120.70 | $65902.20 |
| 2025-11-17 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 740 | $123.76 | $91583.14 |
| 2025-11-17 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 704 | $122.64 | $86341.94 |
| 2025-11-17 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 70 | $124.53 | $8716.75 |
| 2025-11-13 | DUBINSKY, DONNA | Director | Sale | 4,063 | — | — |
| 2025-10-09 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 8,035 | $115.00 | $924025.00 |
| 2025-10-03 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 9,460 | $104.37 | $987370.47 |
| 2025-10-03 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 3,462 | $103.30 | $357627.72 |
| 2025-09-30 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 4,017 | $101.07 | $406001.40 |
| 2025-09-30 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 3,294 | $100.45 | $330872.09 |
| 2025-09-30 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 1,052 | $99.18 | $104336.83 |
| 2025-09-30 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 6,547 | $101.07 | $661677.79 |
| 2025-09-30 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 5,373 | $100.44 | $539667.34 |
| 2025-09-30 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 1,761 | $99.26 | $174800.38 |
| 2025-09-15 | SUZUKI, MIYUKI | Director | Buy | 773 | — | — |
| 2025-09-15 | STAFMAN, ANDREW | Director | Buy | 780 | — | — |
| 2025-09-15 | ROTTENBERG, ERIKA | Director | Buy | 778 | — | — |
| 2025-09-15 | PATRICK, DEVAL L | Director | Buy | 763 | — | — |
| 2025-09-15 | IMMELT, JEFFREY R | Director | Buy | 797 | — | — |
| 2025-09-15 | EPSTEIN, JEFF | Director | Buy | 1,077 | — | — |
| 2025-09-15 | DUBINSKY, DONNA | Director | Buy | 763 | — | — |
| 2025-09-15 | BELL, CHARLES H | Director | Buy | 780 | — | — |
| 2025-08-15 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 1,100 | $106.17 | $116789.53 |
| 2025-08-15 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 501 | $104.96 | $52583.21 |
| 2025-08-15 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 206 | $107.09 | $22060.31 |
| 2025-07-03 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 5,605 | $116.70 | $654090.05 |
| 2025-07-03 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 2,639 | $117.78 | $310814.29 |
| 2025-07-03 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 53 | $118.35 | $6272.55 |
| 2025-07-03 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 8,993 | $116.69 | $1.05M |
| 2025-07-03 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 4,568 | $117.76 | $537937.27 |
| 2025-07-03 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 34 | $118.33 | $4023.37 |
| 2025-06-30 | VIGGIANO, AIDAN | Chief Financial Officer | Sale | 7,964 | $124.33 | $990137.04 |
| 2025-06-30 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 13,008 | $124.51 | $1.62M |
| 2025-06-30 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 3,825 | $124.84 | $477522.18 |
| 2025-06-30 | SHIPCHANDLER, KHOZEMA | Director, Chief Executive Officer | Sale | 3,175 | $124.25 | $394488.99 |
| 2025-06-12 | SUZUKI, MIYUKI | Director | Sale | 661 | $118.19 | $78123.59 |
Frequently asked questions
Are TWLO insiders buying or selling?
Over the transactions on record, TWLO insiders have been net sellers, with about $474.29M in stock sold across 73 sales, against 2 open-market purchases.
Does insider selling at TWLO mean the stock will fall?
Not by itself. Most executive selling is pre-scheduled through 10b5-1 plans filed months in advance, and insiders sell for diversification, taxes, and liquidity far more often than out of any view on the price. Insider buying is the stronger signal, especially when several insiders buy around the same time, because there is usually only one reason to put personal cash into the stock.
Which TWLO insiders are selling the most?
Recent selling is concentrated in a few names. STAFMAN, ANDREW accounts for the largest share on record, with about $443.78M sold. Selling by one or two individuals matters less than broad selling across the whole leadership team, which is the pattern worth watching.