← Back to All Filings
Twilio CEO Khozema Shipchandler Disposes of $4.2M in Shares via 10b5-1 Plan
TWILIO INC
$TWLO4CIK: 0001447669
Subscribe to track TWLO
Premium users can add ticker alerts and receive realtime notification updates.
Filing Summary
# Insider Transaction Alert: TWILIO INC (NYSE: TWLO)
**Insider:** Shipchandler Khozema
**Title:** Chief Executive Officer & Director
**Transaction Date:** 2026-10-05
**Type:** Sale (Open Market, Rule 10b5-1)
### Transaction Summary
- **Shares Sold:** 14,442
- **Average Price:** ~$291.03
- **Total Consideration:** $4,203,120.40
- **Shares Remaining:** 178,863
*Note: All transactions were executed pursuant to a pre-arranged Rule 10b5-1 trading plan established on February 18, 2026.*
Comprehensive Analysis
Overview
On October 5, 2026, Khozema Shipchandler, Chief Executive Officer and Director of Twilio Inc. ($TWLO), sold 14,442 shares of Class A Common Stock across multiple tranches for an aggregate value of approximately $4.20 million at a weighted average price of roughly $291.03 per share.
Transaction Details
- Filing Date: October 7, 2026
- Transaction Date: October 5, 2026
- Execution Breakdown:
- 1,934 shares at an average of $288.0228
- 1,900 shares at an average of $289.1332
- 5,156 shares at an average of $290.2398
- 501 shares at an average of $291.4676
- 800 shares at an average of $292.3288
- 1,600 shares at an average of $293.1378
- 2,551 shares at $294.53
- Post-Transaction Holdings: 178,863 shares remain directly owned following the dispositions (including restricted stock units).
Context and Market Significance
- Pre-Scheduled Trading Plan: The sales were conducted pursuant to a Rule 10b5-1 plan established on February 18, 2026. This mitigates concerns of opportunistic trading based on non-public material information.
- Significance Level: Medium. While the transaction value exceeds $4.2 million, it represents approximately 7.5% of the CEO's direct holdings prior to the transactions, and its automated nature under a 10b5-1 plan is consistent with standard executive compensation liquidity practices.
Get Real-Time Alerts
Join our community to receive instant notifications when high-significance filings are published
Important Disclaimer
This content is drawn from public SEC filings and may contain errors. It is for informational purposes only and is not investment, legal, or tax advice.
Nothing here is a recommendation to buy, sell, or hold any security. Do your own due diligence.