Twilio (TWLO) insider files sale of 12,922 shares ($1.34M)

Twilio Inc. insider sale notice for 12,922 common shares is filed under Rule 144, listing Charles Schwab & Co., Inc. as broker and an aggregate market value of $1,344,998.

Rhea-AI Filing Summary

Twilio Inc. insider sale notice for 12,922 common shares is filed under Rule 144, listing Charles Schwab & Co., Inc. as broker and an aggregate market value of $1,344,998. The filer reports the shares were acquired on 09/30/2025 through a restricted stock lapse as equity compensation. The proposed approximate date of sale is 10/03/2025 on the NYSE. The filing also discloses prior sales by the same seller within three months: 13,595 shares sold on 07/03/2025 for $1,591,376 and 13,681 shares sold on 09/30/2025 for $1,376,145. The signer certifies no undisclosed material adverse information and references Rule 10b5-1 procedures if applicable.

Positive

• 12,922 shares clearly disclosed with $1,344,998 aggregate market value
• Acquisition method and date documented: Restricted Stock Lapse on 09/30/2025
• Broker and exchange identified: Charles Schwab & Co., Inc. and NYSE

Negative

• Insider executed prior sales in the last three months: 13,595 and 13,681 shares
• Proposed sale represents additional insider share disposition shortly after vesting

Insights

Insider Transactions Analyst

TL;DR: Insider plans a Rule 144 sale of 12,922 Twilio shares valued at $1.345M.

The filing shows the securities were acquired by restricted stock lapse on 09/30/2025 and are to be sold via Charles Schwab with an approximate sale date of 10/03/2025. This is a routine Section 144 notice that documents an intended sale under the securities-act safe harbor.

The document also records recent disposals of 13,595 and 13,681 shares in 07/2025 and 09/2025, including gross proceeds. Those prior sales are factual disclosures and show the insider has transacted in the issuer's stock in the past three months.

Corporate Governance Analyst

TL;DR: The form confirms equity compensation vesting and subsequent planned resale; signer attests to no undisclosed material information.

The filing states the shares resulted from equity compensation vesting on 09/30/2025, which is the acquisition date used for Rule 144 eligibility. The notice includes the required certification about material nonpublic information and mentions Rule 10b5-1 plan adoption language if applicable.

FAQ

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

What did the TWLO Form 144 report disclose?

The filing reports a proposed Rule 144 sale of 12,922 Twilio common shares with an aggregate market value of $1,344,998, brokered by Charles Schwab, with an approximate sale date of 10/03/2025.

How were the shares being sold acquired according to the filing?

The shares were acquired on 09/30/2025 via a restricted stock lapse and the payment/nature of consideration is listed as equity compensation.

Did the filing disclose recent insider sales for TWLO?

Yes. The filing lists two sales in the prior three months: 13,595 shares on 07/03/2025 for $1,591,376 and 13,681 shares on 09/30/2025 for $1,376,145.

Who is the broker and where will the sale occur?

The broker listed is Charles Schwab & Co., Inc. and the approximate sale is to occur on the NYSE.

Does the filer attest to possession of material nonpublic information?

By signing the notice the person represents they do not know any material adverse information about the issuer that has not been publicly disclosed.

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

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Accepted by SEC EDGAR 10/03/2025 - 04:22 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	0001737610
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 SUITE 500 San Francisco CALIFORNIA 94105
Phone	415-390-2337
Name of Person for Whose Account the Securities are To Be Sold	Shipchandler Khozema
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	Officer
Relationship to Issuer	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	Charles Schwab & Co., Inc. 3000 Schwab Way Westlake TX 76262	12922	1344998.00	153433606	10/03/2025	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	09/30/2025	Restricted Stock Lapse	TWILIO INC.			12922	09/30/2025	Equity Compensation

* 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	07/03/2025	13595	1591376.00
Khozema Shipchandler 101 SPEAR STREET, SUITE 500 SAN FRANCISCO CA 94105	TWILIO INC	09/30/2025	13681	1376145.00

144: Remarks and Signature

Remarks
Date of Notice	10/03/2025
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	02/24/2025
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	Khozema Shipchandler
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)