4Filing Date: Oct 7, 2026

Twilio (TWLO) 4: CEO sold 14.4K shares for $4.2M (Oct 7, 2026)

Statement of Changes in Beneficial Ownership

View SEC Filing
ACC: 0001447669-26-000098
Total Value$4.20M
Trades7
Insiders1

Transaction Details

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-800
Price$292.33
Total Value$233.9K
Shares Owned After183.01K
Transaction DateOct 5, 2026
10b5-1
Footnotes ▸

The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. | The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $292.00 to $292.85 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 Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-1.93K
Price$288.02
Total Value$557.0K
Shares Owned After191.37K
Transaction DateOct 5, 2026
10b5-1
Footnotes ▸

The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. | The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $287.565 to $288.50 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 Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-501
Price$291.47
Total Value$146.0K
Shares Owned After183.81K
Transaction DateOct 5, 2026
10b5-1
Footnotes ▸

The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. | The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $290.80 to $291.73 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 Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-2.55K
Price$294.53
Total Value$751.3K
Shares Owned After178.86K
Transaction DateOct 5, 2026
10b5-1
Footnotes ▸

The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. | A portion of these shares represent Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-5.16K
Price$290.24
Total Value$1.50M
Shares Owned After184.31K
Transaction DateOct 5, 2026
10b5-1
Footnotes ▸

The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. | The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $289.725 to $290.705 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 Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-1.90K
Price$289.13
Total Value$549.4K
Shares Owned After189.47K
Transaction DateOct 5, 2026
10b5-1
Footnotes ▸

The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. | The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $288.71 to $289.565 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 Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-1.60K
Price$293.14
Total Value$469.0K
Shares Owned After181.41K
Transaction DateOct 5, 2026
10b5-1
Footnotes ▸

The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. | The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $293.075 to $293.21 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 Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock.

Post-Transaction Holdings

Shipchandler Khozema · Chief Executive Officer, Director
SecuritySharesChange
Class A Common Stock183.01K-14.44K (-7.31%)
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Deep Analysis

Twilio CEO Khozema Shipchandler sold 14,442 Class A shares for $4.2M under a 10b5-1 plan on Oct 5, cutting his direct stake 7.5% to 178,863 shares — a straight open-market sale with no option exercise attached.

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Original SEC Filing Textexpand_more
=== SEC Form 4 — Statement of Changes in Beneficial Ownership === Document Type: 4 Period of Report: 2026-10-05 10b5-1 Pre-arranged Plan: Yes --- Issuer --- Name: TWILIO INC (TWLO) CIK: 0001447669 --- Reporting Owner --- Name: Shipchandler Khozema CIK: 0001737610 Role: Director, Officer (Chief Executive Officer) --- Non-Derivative Transactions --- [Transaction #1] Security: Class A Common Stock Date: 2026-10-05 | Code: S (Open market sale) Shares: -1,934 | Price: $288.02 Total Value: $557,036.10 Shares Owned After: 191,371 | Ownership: D (Direct) Footnotes: [F1] The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. [F2] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $287.565 to $288.50 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. [F3] A portion of these shares represent Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock. [Transaction #2] Security: Class A Common Stock Date: 2026-10-05 | Code: S (Open market sale) Shares: -1,900 | Price: $289.13 Total Value: $549,353.08 Shares Owned After: 189,471 | Ownership: D (Direct) Footnotes: [F1] The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. [F4] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $288.71 to $289.565 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. [F3] A portion of these shares represent Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock. [Transaction #3] Security: Class A Common Stock Date: 2026-10-05 | Code: S (Open market sale) Shares: -5,156 | Price: $290.24 Total Value: $1,496,476.41 Shares Owned After: 184,315 | Ownership: D (Direct) Footnotes: [F1] The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. [F5] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $289.725 to $290.705 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. [F3] A portion of these shares represent Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock. [Transaction #4] Security: Class A Common Stock Date: 2026-10-05 | Code: S (Open market sale) Shares: -501 | Price: $291.47 Total Value: $146,025.27 Shares Owned After: 183,814 | Ownership: D (Direct) Footnotes: [F1] The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. [F6] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $290.80 to $291.73 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. [F3] A portion of these shares represent Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock. [Transaction #5] Security: Class A Common Stock Date: 2026-10-05 | Code: S (Open market sale) Shares: -800 | Price: $292.33 Total Value: $233,863.04 Shares Owned After: 183,014 | Ownership: D (Direct) Footnotes: [F1] The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. [F7] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $292.00 to $292.85 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. [F3] A portion of these shares represent Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock. [Transaction #6] Security: Class A Common Stock Date: 2026-10-05 | Code: S (Open market sale) Shares: -1,600 | Price: $293.14 Total Value: $469,020.48 Shares Owned After: 181,414 | Ownership: D (Direct) Footnotes: [F1] The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. [F8] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $293.075 to $293.21 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. [F3] A portion of these shares represent Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock. [Transaction #7] Security: Class A Common Stock Date: 2026-10-05 | Code: S (Open market sale) Shares: -2,551 | Price: $294.53 Total Value: $751,346.03 Shares Owned After: 178,863 | Ownership: D (Direct) Footnotes: [F1] The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. [F3] A portion of these shares represent Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock. --- Footnotes (Complete Index) --- F1: The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026. F2: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $287.565 to $288.50 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. F3: A portion of these shares represent Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock. F4: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $288.71 to $289.565 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. F5: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $289.725 to $290.705 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. F6: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $290.80 to $291.73 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. F7: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $292.00 to $292.85 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. F8: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $293.075 to $293.21 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. --- Signature --- /s/ /s/ Juliana Chen as attorney-in-fact for Reporting Person (2026-10-07)

keid analysis is for reference only and does not constitute investment advice.