Twilio Inc. (TWLO) — Insider Trading

Name: Insider Trading Twilio Inc. (TWLO) — October 2026
Creator: WhaleSentiment

Sector: Communication Services • All Insider Transactions

🔄 Last update: 10/11/2026 at 22:39 UTC

Sales (90d)

$135.7M

32 transactions

Buys (90d)

0 transactions

WhaleSentiment Score ℹ️

🔴 -60

Allarme

Form 144 Filings

Upcoming sale notices

Cluster Sell CEO/CFO Sell

Stock Price TWLO 📈

TWLO stock price — last 6 months

Last Price

$289.47

09/10/2026 (market close)

Daily Change

+13.70 (+4.97%)

6-Month Performance

+146.0%

$117.65 → $289.47

6M High / 6M Low

$301.27

Min: $117.65

▲ = insider buy (0), ▼ = insider sell (32)

Data from Yahoo Finance, 15-min delay. Last update: 09/10/2026 (market close).

All Insider Transactions TWLO — 2026

Insider Transactions

Date	Insider	Role	Type	Shares	Price	Value
10/05/2026	Shipchandler Khozema	Chief Executive Officer	Sale	1,934	$288.02	$0.6M
10/05/2026	Shipchandler Khozema	Chief Executive Officer	Sale	1,900	$289.13	$0.5M
10/05/2026	Shipchandler Khozema	Chief Executive Officer	Sale	5,156	$290.24	$1.5M
10/05/2026	Shipchandler Khozema	Chief Executive Officer	Sale	501	$291.47	$0.1M
10/05/2026	Shipchandler Khozema	Chief Executive Officer	Sale	800	$292.33	$0.2M
10/05/2026	Shipchandler Khozema	Chief Executive Officer	Sale	1,600	$293.14	$0.5M
10/05/2026	Shipchandler Khozema	Chief Executive Officer	Sale	2,551	$294.53	$0.8M
09/30/2026	Viggiano Aidan	Chief Financial Officer	Sale	100	$289.68	$0.03M
09/30/2026	Viggiano Aidan	Chief Financial Officer	Sale	500	$291.35	$0.1M
09/30/2026	Viggiano Aidan	Chief Financial Officer	Sale	380	$292.17	$0.1M
09/30/2026	Viggiano Aidan	Chief Financial Officer	Sale	750	$293.42	$0.2M
09/30/2026	Viggiano Aidan	Chief Financial Officer	Sale	3,504	$294.53	$1.0M
09/30/2026	Viggiano Aidan	Chief Financial Officer	Sale	2,740	$295.60	$0.8M
09/30/2026	Viggiano Aidan	Chief Financial Officer	Sale	1,110	$296.34	$0.3M
09/30/2026	Shipchandler Khozema	Chief Executive Officer	Sale	260	$289.98	$0.08M
09/30/2026	Shipchandler Khozema	Chief Executive Officer	Sale	1,060	$291.15	$0.3M
09/30/2026	Shipchandler Khozema	Chief Executive Officer	Sale	1,450	$292.10	$0.4M
09/30/2026	Shipchandler Khozema	Chief Executive Officer	Sale	2,330	$293.44	$0.7M
09/30/2026	Shipchandler Khozema	Chief Executive Officer	Sale	5,168	$294.55	$1.5M
09/30/2026	Shipchandler Khozema	Chief Executive Officer	Sale	2,670	$295.56	$0.8M
09/30/2026	Shipchandler Khozema	Chief Executive Officer	Sale	960	$296.29	$0.3M
09/15/2026	Sachem Head GP LLC		Award	345	—	—
09/15/2026	Suzuki Miyuki	Director	Award	341	—	—
09/15/2026	ROTTENBERG ERIKA	Director	Award	344	—	—
09/15/2026	ROTTENBERG ERIKA	Director	Gift	344	—	—
09/15/2026	ROTTENBERG ERIKA	Director	Gift	344	—	—
09/15/2026	Robinson Douglas A.	Director	Award	341	—	—
09/15/2026	PATRICK DEVAL L	Director	Award	337	—	—
09/15/2026	IMMELT JEFFREY R	Director	Award	352	—	—
09/15/2026	Epstein Jeff	Director	Award	465	—	—
09/15/2026	Dubinsky Donna	Director	Award	337	—	—
09/15/2026	Dubinsky Donna	Director	Gift	337	—	—
09/15/2026	Dubinsky Donna	Director	Gift	337	—	—
09/15/2026	Bell Charles H	Director	Award	345	—	—
08/17/2026	Viggiano Aidan	Chief Financial Officer	Sale	610	$233.32	$0.1M
08/17/2026	Viggiano Aidan	Chief Financial Officer	Sale	310	$234.30	$0.07M
08/17/2026	Viggiano Aidan	Chief Financial Officer	Sale	304	$234.95	$0.07M
08/17/2026	Viggiano Aidan	Chief Financial Officer	Sale	170	$238.10	$0.04M
08/12/2026	Sachem Head GP LLC		Sale	500,000	$247.08	$123.5M
08/10/2026	ROTTENBERG ERIKA	Director	Sale	487	$249.17	$0.1M
08/10/2026	ROTTENBERG ERIKA	Director	Sale	357	$250.83	$0.09M
08/10/2026	ROTTENBERG ERIKA	Director	Sale	1,504	$251.74	$0.4M
08/10/2026	ROTTENBERG ERIKA	Director	Sale	628	$252.55	$0.2M
08/10/2026	ROTTENBERG ERIKA	Director	Sale	190	$253.56	$0.05M
08/10/2026	ROTTENBERG ERIKA	Director	Sale	334	$254.78	$0.09M

Holdings Summary

Insider	Role	Shares Held	Last Transaction
Shipchandler Khozema	Chief Executive Officer	191,371	10/05/2026
Viggiano Aidan	Chief Financial Officer	108,230	09/30/2026
Epstein Jeff	Director	40,367	09/15/2026
PATRICK DEVAL L	Director	19,055	09/15/2026
Bell Charles H	Director	18,565	09/15/2026
Suzuki Miyuki	Director	18,170	09/15/2026
Sachem Head GP LLC		14,236	09/15/2026
Robinson Douglas A.	Director	4,228	09/15/2026
IMMELT JEFFREY R	Director	1,463	09/15/2026
ROTTENBERG ERIKA	Director	344	09/15/2026
Dubinsky Donna	Director	337	09/15/2026

⚠️ Form 144 — Upcoming Sale Notices

Form 144 is filed BEFORE the actual sale. It is an important leading indicator.

Filing Date	Type	SEC Link
10/05/2026	144	View Filing →
09/30/2026	144	View Filing →
09/30/2026	144	View Filing →
08/17/2026	144	View Filing →
08/12/2026	144	View Filing →

Financial Context

Recent financial data from SEC filings (XBRL) to contextualize insider activity.

Revenue (latest quarter)

$129.1M

Period: 2018-03-31

Net Income

$1067M

Profit

Diluted EPS

$6.68

Per share

What is Insider Trading on Twilio Inc.?

Legal insider trading occurs when executives, directors, and major shareholders (>10%) of a public company buy or sell shares of their own company and report it to the SEC via Form 4.

How to Read the Data

Open market purchases (P) — the strongest signal. The insider uses their own money to buy shares.

Signals to Watch for TWLO

Cluster buying: multiple Twilio Inc. insiders buying in the same week → very bullish signal
Excessive selling: selling volume above historical average → possible concern signal
Form 144: filing of a sale notice → imminent sale in the coming days/weeks
10b5-1 Plan: pre-programmed sales are less significant than discretionary sales

Sources & References

All data on this page comes directly from public SEC filings.

📋 View all Form 4 filings on SEC EDGAR TWLO →

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⚠️ Disclaimer: WhaleSentiment provides public SEC data for informational and educational purposes only. It does not provide financial advice, investment recommendations, or solicitation to buy/sell financial instruments. Always consult a qualified financial advisor before making investment decisions.