TWLO Form 144: Insider Sale of 8,363 Shares Valued at $841,210

TWILIO INC (TWLO) Form 144 notice reports proposed and recent insider sales of common stock.

Rhea-AI Filing Summary

TWILIO INC (TWLO) Form 144 notice reports proposed and recent insider sales of common stock. The filing shows a proposed sale of 8,363 shares through Charles Schwab with an aggregate market value of $841,210 and an approximate sale date of 09/30/2025. The shares were recorded as acquired on 09/30/2025 via a restricted stock lapse described as equity compensation from Twilio Inc. The filer, Aidan Viggiano, previously sold 7,964 shares on 06/30/2025 for $990,137, 8,297 shares on 07/03/2025 for $971,177, and 1,807 shares on 08/15/2025 for $191,433. The notice includes the standard representation that the seller is not aware of undisclosed material adverse information.

Positive

• Timely compliance with Rule 144 disclosure requirements, including broker, amounts, and planned sale date
• Transparency on acquisition method: securities acquired via restricted stock lapse and flagged as equity compensation

Negative

• Insider liquidity events: multiple sales in the past three months totaling several thousand shares with combined gross proceeds shown
• Potential perception risk from recurring insider sales, though no undisclosed material information is claimed in the filing

Insights

Securities Analyst

TL;DR: Routine insider sale notice; prior intra-quarter sales and a planned sale following a restricted stock lapse.

The filing documents a planned sale of 8,363 shares valued at $841,210 and discloses three recent sales totaling 17,+068 shares in the past three months with combined gross proceeds shown. This is a standard Rule 144 disclosure following an equity compensation event; it provides transparency on insider liquidity but does not itself reveal company operational performance. Monitor aggregate insider selling over time for trend changes.

Corporate Governance Expert

TL;DR: Compliance-focused filing showing timely notice of sales after restricted stock vesting.

The notice ties the proposed sale to a restricted stock lapse and specifies brokerage and timing details, which aligns with compliance expectations under Rule 144. The signer affirms no undisclosed material adverse information. From a governance perspective, the filing meets disclosure requirements; further context would be needed to assess whether insider sales reflect views on company prospects.

FAQ

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

What does the TWLO Form 144 filed by Aidan Viggiano report?

The filing reports a proposed sale of 8,363 common shares valued at $841,210, with prior sales of 7,964, 8,297, and 1,807 shares in the past three months.

When is the approximate date for the proposed TWLO sale on this Form 144?

The filing lists an approximate sale date of 09/30/2025.

How were the shares being sold by the filer acquired?

The shares were acquired via a restricted stock lapse on 09/30/2025 and are described as equity compensation from Twilio Inc.

Which broker is named for the proposed sale in the TWLO Form 144?

The broker named is Charles Schwab & Co., Inc. located at 3000 Schwab Way, Westlake TX.

What gross proceeds were reported for the recent sales in the past three months?

The filing shows gross proceeds of $990,137, $971,177, and $191,433 for sales on 06/30/2025, 07/03/2025, and 08/15/2025 respectively.

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

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Accepted by SEC EDGAR 09/30/2025 - 04:02 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	0001965469
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	Viggiano Aidan
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

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	8363	841210.00	153433606	09/30/2025	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 - See Remarks	TWILIO INC.			8363	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
AIDAN VIGGIANO 101 Spear Street, Suite 500 San Francisco CA 94105	TWILIO INC	06/30/2025	7964	990137.00
AIDAN VIGGIANO 101 Spear Street, Suite 500 San Francisco CA 94105	TWILIO INC	07/03/2025	8297	971177.00
AIDAN VIGGIANO 101 Spear Street, Suite 500 San Francisco CA 94105	TWILIO INC	08/15/2025	1807	191433.00

144: Remarks and Signature

Remarks	Shares sold to cover tax obligation from settlement of vested Restricted Stock Units.
Date of Notice	09/30/2025
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	AIDAN VIGGIANO
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)