TWLO Form 144 — 8,035 Shares Proposed Sale via Charles Schwab

Rhea-AI Filing Summary

TWILIO INC (TWLO) Form 144 notice shows a proposed sale of 8,035 common shares through Charles Schwab & Co., Inc. with an aggregate market value of $924,025. The filing reports the securities were acquired through restricted stock lapses on 08/15/2025 (1,076 shares) and 09/15/2025 (6,959 shares) as equity compensation. The seller previously sold 1,807 shares on 08/15/2025 for $191,433 and 8,363 shares on 09/30/2025 for $841,210 in the past three months.

The proposed sale is scheduled approximately on 10/09/2025 on the NYSE. The 8,035 shares represent roughly 0.005% of the 153,433,606 shares outstanding reported in the notice. The filer attests they possess no undisclosed material information and includes standard Rule 144 and Rule 10b5-1 statements.

Positive

• Notice filed under Rule 144, showing compliance with required disclosure procedures
• Broker identified (Charles Schwab & Co., Inc.), enabling transparent execution
• Insider attestation that no undisclosed material information is held

Negative

• Recent acquisitions (08/15/2025 and 09/15/2025) followed by a proposed sale on 10/09/2025, indicating a short holding period
• Prior sales in past 3 months total 10,170 shares for $1,032,643, adding to cumulative insider selling activity

Insights

Securities Compliance Specialist

Form 144 documents a routine insider sale under Rule 144 with standard attestations.

The notice identifies the broker, proposed sale date 10/09/2025, and confirms the shares were acquired via restricted stock lapses on 08/15/2025 and 09/15/2025. The signer certifies no undisclosed material information and references Rule 10b5-1 considerations where applicable.

Key dependencies are timely broker execution and continuing compliance with Rule 144 holding and transfer conditions; monitor actual trade reports shortly after 10/09/2025 to confirm execution and any amended filings.

Equity Markets Analyst

Insider sales total 8,035 shares valued at $924,025, modest versus outstanding shares.

The filing shows two recent restricted stock lapses followed by proposed near-term sale, and two prior sales in the past three months totaling 10,170 shares for $1,032,643. Those prior disposals plus this notice reflect ongoing liquidity actions by the holder.

Watch for the trade report on 10/09/2025 and any further Form 4 or 144 filings in the next 30 days to assess cumulative insider selling activity and its potential signaling effect to investors.

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

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	8035	924025.00	153433606	10/09/2025	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	08/15/2025	Restricted Stock Lapse	TWILIO INC.			1076	08/15/2025	Equity Compensation
Common	09/15/2025	Restricted Stock Lapse	TWILIO INC.			6959	09/15/2025	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	08/15/2025	1807	191433.00
AIDAN VIGGIANO 101 Spear Street, Suite 500 San Francisco CA 94105	TWILIO INC	09/30/2025	8363	841210.00

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)

FAQ

What does the TWLO Form 144 filed for 10/09/2025 report?

The notice reports a proposed sale of 8,035 common shares through Charles Schwab with aggregate market value $924,025, representing about 0.005% of the 153,433,606 shares outstanding.

When and how were the shares being sold acquired?

The shares were acquired via restricted stock lapses as equity compensation on 08/15/2025 (1,076 shares) and 09/15/2025 (6,959 shares).

Has the same person sold TWLO shares recently?

Yes. The filer sold 1,807 shares on 08/15/2025 for $191,433 and 8,363 shares on 09/30/2025 for $841,210 in the past three months.

On which exchange is the proposed sale expected to occur?

The sale is listed as planned on the NYSE with an approximate sale date of 10/09/2025.

Does the filing state whether a 10b5-1 plan is being used?

The form includes the standard Rule 10b5-1 mention and a place for plan adoption date, but no specific plan adoption date is provided in the notice.