4Filing Date: Oct 2, 2026

Twilio (TWLO) 4: CEO's $4.1M RSU sell-to-cover (Oct 2, 2026)

Statement of Changes in Beneficial Ownership

View SEC Filing
ACC: 0001737610-26-000016
Total Value$4.09M
Trades7
Insiders1

Transaction Details

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-260
Price$289.98
Total Value$75.4K
Shares Owned After206.94K
Transaction DateSep 30, 2026
Footnotes ▸

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 $289.305 to $290.25 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.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-1.06K
Price$291.15
Total Value$308.6K
Shares Owned After205.88K
Transaction DateSep 30, 2026
Footnotes ▸

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 $290.665 to $291.60 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.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-5.17K
Price$294.55
Total Value$1.52M
Shares Owned After196.94K
Transaction DateSep 30, 2026
Footnotes ▸

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 $294.03 to $295.005 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.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-2.33K
Price$293.44
Total Value$683.7K
Shares Owned After202.10K
Transaction DateSep 30, 2026
Footnotes ▸

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 $293.03 to $294.02 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.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-1.45K
Price$292.10
Total Value$423.5K
Shares Owned After204.43K
Transaction DateSep 30, 2026
Footnotes ▸

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 $291.755 to $292.62 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.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-2.67K
Price$295.56
Total Value$789.2K
Shares Owned After194.26K
Transaction DateSep 30, 2026
Footnotes ▸

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.

Shipchandler Khozema
Chief Executive Officer, Director·Direct
Sell · Dispose
Class A Common Stock
Shares-960
Price$296.29
Total Value$284.4K
Shares Owned After193.31K
Transaction DateSep 30, 2026
Footnotes ▸

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 $296.06 to $296.57 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.

Post-Transaction Holdings

Shipchandler Khozema · Chief Executive Officer, Director
SecuritySharesChange
Class A Common Stock206.94K-13.90K (-6.29%)
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Deep Analysis

Twilio CEO Khozema Shipchandler sold 13,898 Class A shares for roughly $4.09M on Sept. 30, 2026 — but every share was a mandatory sell-to-cover tied to RSU vesting, not a discretionary sale.

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Original SEC Filing Textexpand_more
=== SEC Form 4 — Statement of Changes in Beneficial Ownership === Document Type: 4 Period of Report: 2026-09-30 10b5-1 Pre-arranged Plan: No --- 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: 2026-09-30 | Code: S (Open market sale) Shares: -260 | Price: $289.98 Total Value: $75,394.36 Shares Owned After: 206,943 | Ownership: D (Direct) Footnotes: [F1] 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. [F2] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $289.305 to $290.25 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 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: 2026-09-30 | Code: S (Open market sale) Shares: -1,060 | Price: $291.15 Total Value: $308,624.19 Shares Owned After: 205,883 | Ownership: D (Direct) Footnotes: [F1] 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. [F4] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $290.665 to $291.60 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 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: 2026-09-30 | Code: S (Open market sale) Shares: -1,450 | Price: $292.10 Total Value: $423,547.03 Shares Owned After: 204,433 | Ownership: D (Direct) Footnotes: [F1] 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. [F5] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $291.755 to $292.62 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 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: 2026-09-30 | Code: S (Open market sale) Shares: -2,330 | Price: $293.44 Total Value: $683,723.59 Shares Owned After: 202,103 | Ownership: D (Direct) Footnotes: [F1] 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. [F6] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $293.03 to $294.02 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 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: 2026-09-30 | Code: S (Open market sale) Shares: -5,168 | Price: $294.55 Total Value: $1,522,244.22 Shares Owned After: 196,935 | Ownership: D (Direct) Footnotes: [F1] 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. [F7] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $294.03 to $295.005 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 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: 2026-09-30 | Code: S (Open market sale) Shares: -2,670 | Price: $295.56 Total Value: $789,157.75 Shares Owned After: 194,265 | Ownership: D (Direct) Footnotes: [F1] 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. [F8] 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. [F3] 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. [Transaction #7] Security: Class A Common Stock Date: 2026-09-30 | Code: S (Open market sale) Shares: -960 | Price: $296.29 Total Value: $284,441.66 Shares Owned After: 193,305 | Ownership: D (Direct) Footnotes: [F1] 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. [F9] The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $296.06 to $296.57 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 RSUs. Each RSU represents a contingent right to receive one share of the Issuer's Class A common stock. --- Footnotes (Complete Index) --- F1: 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. F2: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $289.305 to $290.25 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 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 $290.665 to $291.60 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 $291.755 to $292.62 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 $293.03 to $294.02 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 $294.03 to $295.005 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 $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. F9: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $296.06 to $296.57 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 (2026-10-02)

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