Insider trade

CEO sold ~$789K of TWLO shares in the open market

Traded Sep 30, 2026 · Filed Oct 3, 2026

TwilioTWLO

~$789K
Reported value · 2,670 sh @ $295.56: 194K
Holds after · shares reported: +2.9%
stock since the trade · S&P 500 +1.6%, $292.46 → $300.91 on Oct 5

Why it stands out

The boss of Twilio sold $789K of Twilio shares. It happened by itself, for taxes or pay.

Written from the filing's own figures. OQRO describes what was reported and never tells you what to buy or sell

View the official recordSEC Form 4 — Statement of Changes in Beneficial Ownership

All the details

Dates, kept separate

Transaction date: Sep 30, 2026
Reporting period: Not applicable
Filed with the SEC: Oct 3, 2026

CEO$500K–$1MPre-arranged plan referenced

Context

Classification

open market sale

Code S — open-market or private sale

Absolute commitment

~$789,158

Shares × reported transaction price

Timing vs results

55 days after results of Aug 6, 2026

Results dates are the company's own 8-K (Item 2.02). Many companies only let insiders trade in a window after results

Price at the time

Closed at $292.46 on Sep 30, 2026, within 3% of its 52-week high, after a 26% rise over the previous 30 trading days

52-week range $106.23 (Oct 16, 2025) to $299.66 (Sep 24, 2026), 96% of the way up, from 248 adjusted closes. 30 trading days earlier: $232.10 on Aug 18, 2026. Describes the past only, not a forecast

Planned / mechanical clue

Footnote references tax withholding

Only flagged when a footnote says so; never inferred

Source receipt

Record ID: 0001737610-26-000016
Filed / recorded: Oct 3, 2026, 12:04 AM UTC
Added to OQRO: Oct 6, 2026, 9:11 PM UTC
Parser: form4-xml-v2
Data quality: Verified: identifiers matched exactly
Issuer: TWILIO INC
Issuer CIK: 1447669
Ticker: TWLO
Reporting person: Khozema Shipchandler
Relationship: Director, Officer
Officer title: Chief Executive Officer
Security: Class A Common Stock
Table: Non-derivative (Table I)
Transaction date: Sep 30, 2026
Transaction code: S
Shares / units: 2,670
Price per share: $295.56
Acquired / disposed: Disposed (D)
Shares owned after: 194,265
Ownership form: Direct
Amendment: No

Footnotes from the filing

Represents the number of shares sold to cover the statutory tax withholding obligations in connection with the vesting of Restricted Stock Units ("RSUs"). This sale is mandated by the Issuer's election under its equity incentive plans to require the satisfaction of minimum statutory tax withholding obligations to be funded by a "sell-to-cover" transaction and does not represent a discretionary sale by the Reporting Person.
The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $295.04 to $295.995 per share, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or to the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.
A portion of these shares represent RSUs. Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock.

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