[144] TWILIO INC SEC Filing

Rhea-AI Filing Summary

Twilio Inc. files a Form 144 reporting planned and recent insider sales. The filing lists 44,158 shares as securities to be sold on 06/04/2026 in connection with an Employee Stock Option Exercise via a broker payment for a cashless exercise. The filing also discloses insider dispositions of 12,624, 15,715, and 32,158 shares on 03/31/2026, 04/06/2026, and 05/26/2026 respectively, with the associated gross proceeds shown in the filing.

Insights

Securities Compliance Officer

Form 144 notifies the market of proposed insider sales and recent dispositions.

The filing lists a proposed sale of 44,158 shares on 06/04/2026 tied to an Employee Stock Option Exercise using a broker payment for a cashless exercise. The document records three prior sales of 12,624, 15,715, and 32,158 shares on the dates provided, each with a dollar amount reported.

These notices are procedural disclosures under securities rules. The exact cash‑flow treatment and final sale timing depend on the broker and settlement; the filing itself provides the share counts and dates shown above.

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

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

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

Relationship to Issuer

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	Charles Schwab & Co., Inc. 3000 Schwab Way Westlake TX 76262	44158	10416150.00	151773860	06/04/2026	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	06/04/2026	Employee Stock Option Exercise	TWILIO INC.			44158	06/04/2026	Broker Payment for Cashless Exercise

* 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
Khozema Shipchandler 101 SPEAR STREET, SUITE 500 SAN FRANCISCO CA 94105	TWILIO INC	03/31/2026	12624	1550337.00
Khozema Shipchandler 101 SPEAR STREET, SUITE 500 SAN FRANCISCO CA 94105	TWILIO INC	04/06/2026	15715	2096193.00
Khozema Shipchandler 101 SPEAR STREET, SUITE 500 SAN FRANCISCO CA 94105	TWILIO INC	05/26/2026	32158	5971687.00

144: Remarks and Signature

Remarks

Date of Notice

Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1

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

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)