PayPal exec plans sale of 552 shares, ~$30K

A PayPal Holdings, Inc. executive filed a Rule 144 notice to sell 552 shares after earlier 10b5-1 sales of 1,337 shares in the prior three months.

Rhea-AI Filing Summary

PayPal Holdings, Inc. (PYPL) officer Christopher Natali filed a notice under Rule 144 for the potential sale of 552 shares of common stock through Morgan Stanley Smith Barney LLC, with an indicated aggregate value of $30,177.84 as of September 3, 2026 on NASDAQ.

The shares to be sold relate to restricted stock units acquired from the issuer on September 1, 2026. The filing also reports that, during the prior three months, Natali completed a Rule 10b5-1 sale of 1,337 shares of PayPal common stock on July 29, 2026 for aggregate proceeds of $77,679.70.

Key Figures

Planned shares to be sold under Rule 144: 552 shares Aggregate value of planned Rule 144 sale: $30,177.84 RSU acquisition date: September 1, 2026 +3 more

6 metrics

Planned shares to be sold under Rule 144 552 shares Common stock covered by the notice for Christopher Natali

Aggregate value of planned Rule 144 sale $30,177.84 Value associated with 552 shares as of September 3, 2026

RSU acquisition date September 1, 2026 Restricted stock units from issuer underlying shares to be sold

Shares sold in prior 3 months 1,337 shares Rule 10b5-1 sale on July 29, 2026

Aggregate proceeds from prior 10b5-1 sale $77,679.70 Sale of 1,337 shares on July 29, 2026

Issuer PayPal Holdings, Inc. Issuer of the common stock subject to the Form 144 notice

Key Terms

Rule 144, Restricted Stock Units, 10b5-1, Common

4 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144."

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.

Restricted Stock Units financial

"Common | 09/01/2026 | Restricted Stock Units | Issuer"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

10b5-1 regulatory

"10b5-1 Sales for CHRISTOPHER NATALI 2211 North First Street"

A 10b5-1 plan is a pre-set schedule that lets company insiders buy or sell shares according to written instructions made when they do not possess material, nonpublic information. Think of it as a timed automatic payment for stock trades: it helps insiders avoid accusations of trading on secret information and gives outside investors a clearer signal about whether sales are routine or potentially informative about the company’s prospects.

Common financial

"Common | Morgan Stanley Smith Barney LLC Executive Financial Services"

FAQ

What does PayPal (PYPL) executive Christopher Natali disclose in this Form 144?

Christopher Natali filed a Rule 144 notice for the potential sale of 552 shares of PayPal common stock, tied to restricted stock units acquired on September 1, 2026, with an indicated aggregate value of $30,177.84 as of September 3, 2026.

How many PayPal (PYPL) shares is the Form 144 currently covering?

The notice covers the potential sale of 552 shares of PayPal Holdings, Inc. common stock. These shares are associated with restricted stock units acquired from the issuer on September 1, 2026 and are to be sold through Morgan Stanley Smith Barney LLC.

What prior sales by Christopher Natali in PYPL stock are reported in the last three months?

The filing reports that under a Rule 10b5-1 plan, Christopher Natali sold 1,337 shares of PayPal common stock on July 29, 2026, generating aggregate proceeds of $77,679.70 during the preceding three-month period.

What is the reported value of the PayPal (PYPL) shares covered by the new Rule 144 notice?

The 552 PayPal common shares covered by the new Rule 144 notice have an indicated aggregate value of $30,177.84 as of September 3, 2026. This figure appears in the securities information section associated with the planned sale on NASDAQ.

Which broker is involved in handling the PayPal (PYPL) Form 144 sale?

The notice lists Morgan Stanley Smith Barney LLC Executive Financial Services, at 1 New York Plaza, as the broker handling the potential sale of 552 shares of PayPal common stock under the Rule 144 filing for Christopher Natali.

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

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Available on EDGAR 09/03/2026 - 04:59 PM Accepted by SEC EDGAR 09/03/2026 - 04:34 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	0001905272
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	PayPal Holdings, Inc.
SEC File Number	001-36859
Address of Issuer	2211 North First Street San Jose CALIFORNIA 95131
Phone	4089677000
Name of Person for Whose Account the Securities are To Be Sold	CHRISTOPHER NATALI
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	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	552	30177.84	855460874	09/03/2026	NASDAQ

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	09/01/2026	Restricted Stock Units	Issuer			552	09/01/2026	N/A

* 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
10b5-1 Sales for CHRISTOPHER NATALI 2211 North First Street San Jose CA 95131	Common	07/29/2026	1337	77679.70

144: Remarks and Signature

Remarks
Date of Notice	09/03/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	11/18/2025
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	/s/ Christopher Natali
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)