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Company Analysis

TWLO Insider Trading

TWILIO INC | Services-Prepackaged Software

Comprehensive Trading Performance Summary

The investment history of corporate insiders at TWILIO INC provides a unique lens into the internal conviction of the company's leadership. By analyzing SEC Form 4 filings, investors can track how directors and officers are allocating their own capital. High-conviction buying often signals that management believes the current market price significantly undervalues future growth prospects, while strategic selling might occur for personal liquidity or portfolio diversification. Monitoring these shifts in ownership is essential for understanding the alignment between management and shareholders in the Services-Prepackaged Software sector.

Transactions on Chart

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Filing Date Trade Date Reporting Person Relationship Type Price Qty Total, $ Owned After Change, %
2026-04-08 20:27 2026-04-06 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $133.39 15,715 $2,096,192 235,542 -6.3%
2026-04-06 20:29 2026-04-02 Viggiano Aidan Officer - Chief Financial Officer SELL $127.51 9,389 $1,197,216 130,341 -6.7%
2026-04-02 20:11 2026-03-31 Viggiano Aidan Officer - Chief Financial Officer SELL $122.79 8,231 $1,010,653 139,730 -5.6%
2026-04-02 20:09 2026-03-31 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $122.81 12,624 $1,550,337 251,257 -4.8%
2026-03-05 00:45 2026-03-02 Viggiano Aidan Officer - Chief Financial Officer SELL $125.00 806 $100,750 147,961 -0.5%
2026-02-20 00:41 2026-02-17 Viggiano Aidan Officer - Chief Financial Officer SELL $110.66 1,023 $113,205 111,213 -0.9%
2026-01-09 01:26 2026-01-06 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $134.28 13,336 $1,790,778 193,781 -6.4%
2026-01-08 00:43 2026-01-05 Viggiano Aidan Officer - Chief Financial Officer SELL $135.97 7,213 $980,752 112,236 -6.0%
2026-01-06 00:30 2025-12-31 Viggiano Aidan Officer - Chief Financial Officer SELL $143.38 8,109 $1,162,670 119,449 -6.4%
2026-01-06 00:23 2025-12-31 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $143.37 13,266 $1,901,948 207,117 -6.0%
2025-12-03 04:13 2025-12-02 Stafman Andrew Director SELL $129.00 1,000,000 $129,000,000 2,295,000 -30.3%
2025-11-22 00:10 2025-11-19 Viggiano Aidan Officer - Chief Financial Officer SELL $120.70 546 $65,902 127,558 -0.4%
2025-11-20 01:18 2025-11-17 Viggiano Aidan Officer - Chief Financial Officer SELL $123.28 1,514 $186,642 128,104 -1.2%
2025-10-15 00:25 2025-10-09 Viggiano Aidan Officer - Chief Financial Officer SELL $115.00 8,035 $924,025 129,618 -5.8%
2025-10-08 01:15 2025-10-03 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $104.09 12,922 $1,344,998 220,383 -5.5%
2025-10-03 00:54 2025-09-30 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $100.59 13,681 $1,376,146 233,305 -5.5%
2025-10-03 00:53 2025-09-30 Viggiano Aidan Officer - Chief Financial Officer SELL $100.59 8,363 $841,210 137,653 -5.7%
2025-08-20 00:00 2025-08-15 Viggiano Aidan Officer - Chief Financial Officer SELL $105.94 1,807 $191,433 146,016 -1.2%
2025-07-08 23:40 2025-07-03 Viggiano Aidan Officer - Chief Financial Officer SELL $117.05 8,297 $971,177 147,823 -5.3%
2025-07-08 23:37 2025-07-03 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $117.06 13,595 $1,591,376 246,986 -5.2%
2025-07-03 01:12 2025-06-30 Viggiano Aidan Officer - Chief Financial Officer SELL $124.33 7,964 $990,137 156,120 -4.9%
2025-07-03 01:08 2025-06-30 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $124.53 20,008 $2,491,592 260,581 -7.1%
2025-06-04 23:37 2025-06-02 ROTTENBERG ERIKA Director SELL $120.03 4,100 $492,118 33,488 -10.9%
2025-05-22 23:41 2025-05-20 Viggiano Aidan Officer - Chief Financial Officer SELL $115.86 2,156 $249,794 164,084 -1.3%
2025-05-20 00:03 2025-05-15 Viggiano Aidan Officer - Chief Financial Officer SELL $112.75 1,924 $216,925 166,240 -1.1%
2025-05-17 02:46 2025-04-03 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $91.61 14,545 $1,332,427 280,589 -4.9%
2025-05-17 02:43 2025-04-03 Viggiano Aidan Officer - Chief Financial Officer SELL $91.61 8,735 $800,240 167,905 -4.9%
2025-04-03 00:23 2025-03-31 Viggiano Aidan Officer - Chief Financial Officer SELL $95.88 7,524 $721,384 176,640 -4.1%
2025-04-03 00:14 2025-03-31 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $95.88 12,056 $1,155,963 295,134 -3.9%
2025-02-26 01:09 2025-02-21 Viggiano Aidan Officer - Chief Financial Officer SELL $117.45 2,500 $293,625 184,164 -1.3%
2025-02-21 03:54 2025-02-18 Viggiano Aidan Officer - Chief Financial Officer SELL $124.51 1,391 $173,198 152,519 -0.9%
2025-01-09 02:40 2025-01-06 Viggiano Aidan Officer - Chief Financial Officer SELL $113.55 6,552 $743,963 153,910 -4.1%
2025-01-09 02:37 2025-01-06 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $113.58 10,834 $1,230,544 244,971 -4.2%
2025-01-04 00:51 2024-12-31 Wagner Dana Officer - Chief Legal Officer, Secretary SELL $107.33 4,248 $455,929 32,590 -11.5%
2025-01-04 00:48 2024-12-31 Viggiano Aidan Officer - Chief Financial Officer SELL $107.16 6,832 $732,136 160,462 -4.1%
2025-01-04 00:42 2024-12-31 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $107.21 11,285 $1,209,872 255,805 -4.2%
2024-12-07 01:18 2024-12-04 Wagner Dana Officer - Chief Legal Officer, Secretary SELL $110.00 4,629 $509,190 125,576 -3.6%
2024-11-23 00:35 2024-11-20 Wagner Dana Officer - Chief Legal Officer, Secretary SELL $96.09 1,052 $101,086 130,205 -0.8%
2024-11-23 00:29 2024-11-20 Viggiano Aidan Officer - Chief Financial Officer SELL $95.60 1,912 $182,787 167,294 -1.1%
2024-11-20 00:51 2024-11-15 Wagner Dana Officer - Chief Legal Officer, Secretary SELL $96.29 2,010 $193,535 131,257 -1.5%
2024-11-20 00:45 2024-11-15 Viggiano Aidan Officer - Chief Financial Officer SELL $96.31 1,981 $190,789 169,206 -1.2%
2024-11-19 00:10 2024-11-14 Wagner Dana Officer - Chief Legal Officer, Secretary SELL $100.32 4,512 $452,646 133,267 -3.3%
2024-11-09 01:07 2024-11-06 Wagner Dana Officer - Chief Legal Officer, Secretary SELL $90.02 4,512 $406,177 137,779 -3.2%
2024-11-05 01:11 2024-10-31 Wagner Dana Officer - Chief Legal Officer, Secretary SELL $80.00 4,512 $360,973 142,291 -3.1%
2024-10-10 00:14 2024-10-07 Wagner Dana Officer - Chief Legal Officer, Secretary SELL $70.00 4,512 $315,842 146,803 -3.0%
2024-10-08 00:32 2024-10-03 Wagner Dana Officer - Chief Legal Officer, Secretary SELL $65.54 1,248 $81,794 151,315 -0.8%
2024-10-08 00:29 2024-10-03 Viggiano Aidan Officer - Chief Financial Officer SELL $65.54 6,682 $437,938 171,187 -3.8%
2024-10-08 00:25 2024-10-03 Shipchandler Khozema Director, Officer - Chief Executive Officer SELL $66.19 11,044 $731,043 267,090 -4.0%
2024-10-02 23:45 2024-09-30 Wagner Dana Officer - Chief Legal Officer, Secretary SELL $65.02 4,174 $271,403 152,563 -2.7%
2024-10-02 23:42 2024-09-30 Viggiano Aidan Officer - Chief Financial Officer SELL $65.03 6,701 $435,785 177,869 -3.6%
SHOW ENTRIES

How to Interpret $TWLO Trades

Not every insider transaction in TWILIO INC is a signal for immediate action. Professional investors look for "cluster buying"—when multiple executives simultaneously purchase $TWLO shares on the open market. It is crucial to distinguish between scheduled sales (under Rule 10b5-1) and voluntary increases in ownership, which demonstrate management’s true conviction that the stock is undervalued.

Data Source & Accuracy for TWLO

Insider activity data for TWILIO INC is streamed in real-time directly from the SEC EDGAR system. We analyze raw Form 4 filings, filtering out technical adjustments and complex derivative transactions. This provides a transparent view of how ownership structure is evolving in $TWLO, allowing you to follow the capital of those with the most intimate knowledge of the company.

UNDERSTANDING THE DATA

FILING DATE: The date and time when the transaction was reported to the SEC. This is when the public first receives the information.

TRADE DATE: The actual day the insider executed the purchase or sale in the market.

INDUSTRY: The specific market sector the company operates in. Useful for identifying broader institutional capital flows across sectors.

OWNED AFTER: The total number of shares held by the insider following the transaction. This highlights the insider's remaining conviction in the company.

CHANGE %: The percentage increase or decrease of the insider's total position. Large percentage changes often carry more weight than the dollar amount alone.

TRADE TYPES DEFINITIONS

BUY: An open market purchase. Typically indicates an insider's belief that the stock is undervalued or poised for growth.

SELL: An open market sale. While often used for diversification or liquidity, large or unexpected sales can be a warning signal.

OPT+S (OPTION EXERCISE & SALE): This occurs when an insider exercises their stock options and sells them immediately. Often part of a structured compensation plan.