Twilio CEO sells 14,458 shares in plan trade

Twilio Inc. chief executive officer Khozema Shipchandler reported selling a total of 14,458 shares of Class A common stock in open-market transactions on July 6, 2026.

Rhea-AI Filing Summary

Twilio Inc. chief executive officer Khozema Shipchandler reported selling a total of 14,458 shares of Class A common stock in open-market transactions on July 6, 2026. The shares were sold at weighted average prices ranging from $206.62 to $213.5550 per share, under a pre-arranged Rule 10b5-1 trading plan dated February 18, 2026. These transactions were routine plan-based sales and do not involve any option exercises or derivative conversions.

Insider Trade Summary 10b5-1

Net Seller: 14,458 shares

Net Sell 6 txns

Insider Shipchandler Khozema

Role Chief Executive Officer

Sold 14,458 shs ($3.04M)

Type	Security	Shares	Price	Value
Sale	Class A Common Stock	2,773	$206.9853	$574K
Sale	Class A Common Stock	1,000	$208.484	$208K
Sale	Class A Common Stock	2,300	$210.0776	$483K
Sale	Class A Common Stock	4,434	$211.2593	$937K
Sale	Class A Common Stock	2,891	$212.3627	$614K
Sale	Class A Common Stock	1,060	$213.251	$226K

Holdings After Transaction: Class A Common Stock — 207,203 shares (Direct)

Footnotes (8)

1. F1. The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026.
2. F2. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $206.62 to $207.4050 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.
3. F3. A portion of these shares represent Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of Issuer's Class A common stock.
4. F4. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $207.8050 to $208.7750 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.
5. F5. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $209.68 to $210.54 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.
6. F6. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $210.75 to $211.73 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.
7. F7. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $211.80 to $212.77 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.
8. F8. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $212.82 to $213.5550 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.

Key Figures

Shares sold: 14,458 shares Highest reported weighted average price: $213.2510 per share Lowest reported weighted average price: $206.9853 per share +3 more

6 metrics

Shares sold 14,458 shares Total Class A shares sold on July 6, 2026

Highest reported weighted average price $213.2510 per share One of six open-market sale prices

Lowest reported weighted average price $206.9853 per share One of six open-market sale prices

Price range in footnotes (low end) $206.62 per share Lowest price in detailed trade ranges

Price range in footnotes (high end) $213.5550 per share Highest price in detailed trade ranges

Number of sale transactions 6 sales All coded as open-market (Code S)

Key Terms

10b5-1 trading plan, weighted average price, Restricted Stock Units ("RSUs"), open-market sale

4 terms

10b5-1 trading plan regulatory

"The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026."

A 10b5-1 trading plan is a pre-arranged strategy that allows company insiders to buy or sell company stock at set times, regardless of their current knowledge about the company's situation. It acts like a scheduled appointment for trading, helping prevent the appearance of impropriety or insider trading. This plan provides a way for insiders to sell or buy shares in a controlled, transparent manner, offering reassurance to investors about fair trading practices.

weighted average price financial

"The reported price in Column 4 is a weighted average price."

Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.

Restricted Stock Units ("RSUs") financial

"A portion of these shares represent Restricted Stock Units ("RSUs")."

Restricted stock units (RSUs) are a company promise to give an employee shares of stock (or cash equivalent) in the future, but only after certain conditions—usually staying with the company for a set time or hitting performance goals—are met. Investors watch RSUs because when they vest they increase the number of shares outstanding and can lead insiders to sell shares, affecting share price, company dilution and the true cost of employee pay.

open-market sale financial

"transaction_action: "open-market sale""

An open-market sale is when a shareholder sells existing shares directly on a public exchange to any willing buyer, rather than through a private deal. Think of it like putting goods on a busy market stall where price is set by supply and demand; for investors it matters because such sales increase available supply, can put short-term downward pressure on the stock price, and signal changes in liquidity or investor confidence.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider transaction did Twilio (TWLO) report for CEO Khozema Shipchandler?

Twilio reported that CEO Khozema Shipchandler sold 14,458 shares of Class A common stock in open-market transactions. The trades occurred on July 6, 2026 at weighted average prices within several disclosed ranges between $206.62 and $213.5550 per share.

Were Khozema Shipchandler’s Twilio (TWLO) share sales part of a 10b5-1 trading plan?

Yes. The filing states the sales were executed under Shipchandler’s Rule 10b5-1 trading plan dated February 18, 2026. Such plans pre-schedule trades, indicating these dispositions were structured in advance rather than being opportunistic reactions to short-term market developments.

How many Twilio (TWLO) shares did the CEO sell and at what prices?

The CEO sold 14,458 Twilio Class A shares across six transactions. Reported weighted average sale prices ranged from $206.9853 to $213.2510 per share, with accompanying footnotes detailing narrower price ranges for each trade block within that overall band.

Did the Twilio (TWLO) CEO exercise options or derivatives in this Form 4?

No. The Form 4 only reports non-derivative transactions in Class A common stock coded as open-market sales. The derivative transaction count and exerciseShares fields are shown as zero, indicating no option exercises, conversions, or other derivative activities in this filing.

What does the Form 4 say about Twilio (TWLO) CEO’s remaining holdings?

Each transaction line lists a share balance following that sale, all above 200,000 shares. While the filing shows these post-transaction figures, the data excerpt mainly emphasizes the 14,458 shares sold rather than providing a consolidated total ownership figure.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Accepted by SEC EDGAR 07/08/2026 - 04:17 PM Learn about SEC filing dates

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

X

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Shipchandler Khozema

(Last) (First) (Middle)

101 SPEAR STREET, FIFTH FLOOR

(Street)

SAN FRANCISCO CALIFORNIA 94105

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
TWILIO INC [ TWLO ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Executive Officer

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
07/06/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Class A Common Stock	07/06/2026		S(1)		2,773	D	$206.9853(2)	218,888(3)	D
Class A Common Stock	07/06/2026		S(1)		1,000	D	$208.484(4)	217,888(3)	D
Class A Common Stock	07/06/2026		S(1)		2,300	D	$210.0776(5)	215,588(3)	D
Class A Common Stock	07/06/2026		S(1)		4,434	D	$211.2593(6)	211,154(3)	D
Class A Common Stock	07/06/2026		S(1)		2,891	D	$212.3627(7)	208,263(3)	D
Class A Common Stock	07/06/2026		S(1)		1,060	D	$213.251(8)	207,203(3)	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. The sales reported were executed under the Reporting Person's 10b5-1 trading plan, dated as of 2/18/2026.

2. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $206.62 to $207.4050 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.

3. A portion of these shares represent Restricted Stock Units ("RSUs"). Each RSU represents a contingent right to receive one share of Issuer's Class A common stock.

4. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $207.8050 to $208.7750 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.

5. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $209.68 to $210.54 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.

6. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $210.75 to $211.73 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.

7. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $211.80 to $212.77 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.

8. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $212.82 to $213.5550 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.

Remarks:

	/s/ Juliana Chen as attorney-in-fact for Reporting Person	07/08/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)