Sachem Head plans Rule 144 sale of TWLO shares

A shareholder associated with symbol TWLO filed a notice to sell 500,000 shares of common stock through Jones Trading Institutional Services LLC on or after August 12, 2026 on the NYSE.

Rhea-AI Filing Summary

A shareholder associated with symbol TWLO filed a notice to sell 500,000 shares of common stock through Jones Trading Institutional Services LLC on or after August 12, 2026 on the NYSE. The shares have an aggregate market value of $123,538,400.00, while 153,575,220 shares of this class are outstanding.

The 500,000 shares were acquired on February 21, 2024 through open market purchases paid in cash. The filing also lists a prior sale of 1,000,000 common shares on May 27, 2026 by Sachem Head Capital Management LP for an aggregate value of $184,140,000.00.

Key Figures

Planned shares to be sold: 500,000 shares Aggregate market value of planned sale: $123,538,400.00 Shares outstanding: 153,575,220 shares +3 more

6 metrics

Planned shares to be sold 500,000 shares Common stock to be sold on or after August 12, 2026

Aggregate market value of planned sale $123,538,400.00 Value of 500,000 common shares covered by the notice

Shares outstanding 153,575,220 shares Outstanding common shares of the class listed

Acquisition date of shares 02/21/2024 Date 500,000 shares were acquired via open market purchases

Prior shares sold 1,000,000 shares Common shares sold on May 27, 2026 by Sachem Head Capital Management LP

Aggregate value of prior sale $184,140,000.00 Value of 1,000,000 common shares sold on May 27, 2026

Key Terms

Rule 144, aggregate market value, open market purchases, Securities Sold During The Past 3 Months

4 terms

Rule 144 regulatory

"144: Securities Information Common | Jones Trading Institutional Services"

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

aggregate market value financial

"500000 | 123538400.00 | 153575220 | 08/12/2026 | NYSE"

Aggregate market value is the combined price you would pay to buy all outstanding shares of a company or all companies in a group at current market prices — essentially the sum of each stock’s market capitalization. It matters to investors because it shows the overall size and weight of an investment or sector (like the total cost to buy every piece of a puzzle), helps compare scale across companies or markets, and influences index composition and risk exposure.

open market purchases market

"Common | 02/21/2024 | Open market purchases | N/A"

Open market purchases are buys of a company’s shares (or other securities) made on public exchanges at prevailing market prices rather than through private deals. For investors this matters because when a company buys back its own stock it reduces the number of shares available, which can boost per-share earnings and often signals management’s confidence; it also affects supply, demand and short-term liquidity much like someone quietly buying up items from a crowded marketplace.

Securities Sold During The Past 3 Months regulatory

"144: Securities Sold During The Past 3 Months"

FAQ

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

What size Rule 144 sale is being planned for TWLO?

The notice covers a planned sale of 500,000 shares of TWLO common stock. These shares have an aggregate market value of $123,538,400.00 and are expected to be sold on or after August 12, 2026 through the NYSE.

Who is involved in the planned TWLO share sale and which broker is named?

The filing identifies Jones Trading Institutional Services LLC as the broker for the planned sale of 500,000 TWLO common shares. The securities are intended to be sold on the NYSE beginning on or after August 12, 2026.

When and how were the TWLO shares to be sold under Rule 144 originally acquired?

The 500,000 TWLO common shares were acquired on February 21, 2024. The filing states they were obtained through open market purchases for cash, which is part of the background information required for the planned Rule 144 sale.

How many TWLO shares are outstanding relative to the planned 500,000-share sale?

The class of TWLO common stock listed has 153,575,220 shares outstanding. The planned Rule 144 sale of 500,000 shares represents a portion of this outstanding amount, providing context for the size of the proposed transaction.

What prior TWLO share transactions are disclosed in this Rule 144-related filing?

The filing discloses a prior sale of 1,000,000 TWLO common shares on May 27, 2026 by Sachem Head Capital Management LP. That transaction had an aggregate value of $184,140,000.00, reported under securities sold during the past three months.

What is the aggregate market value of the TWLO shares in the planned Rule 144 sale?

The 500,000 TWLO common shares covered by the notice have an aggregate market value of $123,538,400.00. This value is tied to the proposed sale on or after August 12, 2026 through Jones Trading on the NYSE.

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

See more from StockTitan in Google Search and AI answers. Adds StockTitan as a preferred source · opens Google

Add on Google Not now

Available on EDGAR 08/12/2026 - 08:16 PM Accepted by SEC EDGAR 08/12/2026 - 08:16 PM Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0001582090
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	TWILIO INC
SEC File Number	001-37806
Address of Issuer	101 Spear Street, Fifth Floor San Francisco CALIFORNIA 94105
Phone	415-390-2337
Name of Person for Whose Account the Securities are To Be Sold	Sachem Head Capital Management LP
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Director, Affiliate of Director

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Jones Trading Institutional Services LLC 32133 W Lindero Canyon Road Suite 208 West Lake Village CA 91361	500000	123538400.00	153575220	08/12/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	02/21/2024	Open market purchases	N/A			500000	02/21/2024	Cash

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
Sachem Head Capital Management LP 250 West 55th Street 34th Floor New York NY 10019	Common	05/27/2026	1000000	184140000.00

144: Remarks and Signature

Remarks	Sachem Head Capital Management LP (SHCM) is the investment manager of certain funds that are selling the shares. Andrew Stafman, partner of SHCM, is a director of the Issuer. The aggregate market value is based on the sale price on 08/12/2026. The number of securities outstanding is as of 07/24/2026. The shares proposed to be sold were acquired and paid for between 02/21/2024 and 03/07/2024.
Date of Notice	08/12/2026
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Michael Adamski, as General Counsel
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)