TWLO files Rule 144 for 1,000,000 shares

TWLO submitted a Rule 144 notice reporting a proposed resale of 1,000,000 shares of Common Stock through Goldman Sachs & Co. LLC, with an aggregate amount shown as $184,140,000.

Rhea-AI Filing Summary

TWLO submitted a Rule 144 notice reporting a proposed resale of 1,000,000 shares of Common Stock through Goldman Sachs & Co. LLC, with an aggregate amount shown as $184,140,000.

The filing also discloses that Sachem Head Capital Management LP sold 675,000 shares on 05/12/2026 for $130,639,500. Shares outstanding are listed as 151,773,860 as of 05/27/2026. The method for the proposed sale is described as open market purchases.

Insights

Securities Attorney

Rule 144 notice for resale of restricted or control stock; open-market method noted.

The filing lists a proposed resale of 1,000,000 shares via Goldman Sachs & Co. LLC and records an earlier sale of 675,000 shares by Sachem Head on 05/12/2026. The method indicated is "open market purchases."

Timing and any resale constraints under Rule 144 are not provided in the excerpt; subsequent transaction details and settlement information would appear in trading reports or additional disclosures.

Equity Capital Markets Analyst

The notice shows potential resale supply but gives no proceeds-use or timing details.

The filing quantifies a proposed block of 1,000,000 shares and an earlier executed sale of 675,000 shares for $130,639,500, which is concrete evidence of recent holder activity. Shares outstanding are listed as 151,773,860 as of 05/27/2026, providing a baseline for scale.

Actual market impact depends on execution pace and holder decisions; monitoring public trade records will show whether and when the proposed shares are sold into the market.

Key Figures

Proposed resale: 1,000,000 shares Aggregate amount shown: $184,140,000 Recent sale by Sachem Head: 675,000 shares / $130,639,500 +1 more

4 metrics

Proposed resale 1,000,000 shares proposed sale through Goldman Sachs & Co. LLC

Aggregate amount shown $184,140,000 associated with the 1,000,000 shares line in the excerpt

Recent sale by Sachem Head 675,000 shares / $130,639,500 sale executed on <date>05/12/2026</date>

Shares outstanding 151,773,860 shares as of <date>05/27/2026</date>

Key Terms

Rule 144, open market purchases, shares outstanding

3 terms

Rule 144 regulatory

"submitted a Rule 144 notice reporting a proposed resale of 1,000,000 shares"

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.

open market purchases market

"The method for the proposed sale is described as open market purchases"

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.

shares outstanding financial

"Shares outstanding are listed as 151,773,860 as of 05/27/2026"

Shares outstanding are the total number of a company’s stock units held by all shareholders, including institutional investors and company insiders — think of them as the total number of slices of the company’s ownership pie. Investors use this number to calculate how much of the company each share represents, and it directly affects per-share measures like earnings per share, ownership percentage and valuation; when the slice count changes, an investor’s claim and the company’s per-share metrics change too.

FAQ

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

What does TWLO's Form 144 report about proposed share sales?

It reports a proposed resale of 1,000,000 Common shares through Goldman Sachs & Co. LLC. The filing shows the method as "open market purchases" and lists an aggregate figure of $184,140,000.

Did any shareholder recently sell TWLO shares according to the filing?

Yes. The filing discloses Sachem Head Capital Management LP sold 675,000 shares on 05/12/2026 for $130,639,500. That sale is recorded as completed in the excerpt.

How many TWLO shares are outstanding per this filing?

The filing lists 151,773,860 shares outstanding as of 05/27/2026. This number provides a scale for the disclosed resale amounts relative to the companys outstanding equity.

What sale method does the Form 144 state for the proposed resale?

The proposed sale is described as "open market purchases." The excerpt does not provide specific timing, tranche limits, or additional distribution mechanics.

Does the filing specify who receives the sale proceeds?

The excerpt does not state proceeds recipients explicitly. The notice lists the selling broker and holder names but does not assign proceeds to a party in the text provided.

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

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Accepted by SEC EDGAR 05/27/2026 - 07:44 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	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	Goldman Sachs & Co. LLC 200 West Street New York NY 10282	1000000	184140000.00	151773860	05/27/2026	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			1000000	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	05/12/2026	675000	130639500.00

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 05/27/2026. The number of securities outstanding is as of 04/17/2026. The shares proposed to be sold were acquired and paid for between 02/21/2024 and 03/07/2024.
Date of Notice	05/27/2026
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)