Peloton Form 144: Nicholas Caldwell Discloses Multiple Recent Sales

Rhea-AI Filing Summary

Form 144 notice for Peloton Interactive, Inc. (PTON) shows a proposed sale of 10,477 common shares through Morgan Stanley Smith Barney with an aggregate market value of $80,568.13, scheduled approximately for 08/22/2025. The shares were acquired as restricted stock units (RSUs) on 08/15/2025 and payment/issuance is recorded on the same date.

The filing also discloses recent sales by the same person, Nicholas Caldwell: 66,949 shares on 08/18/2025 for $563,610.16, 30,290 shares on 08/07/2025 (noted as a Rule 10b5-1 sale) for $242,320.00, and 63,925 shares on 06/16/2025 for $446,759.04. The filing includes the standard Rule 144 representation regarding absence of undisclosed material adverse information.

Insights

Securities Analyst

TL;DR Insider Nicholas Caldwell filed a Form 144 for 10,477 RSU-derived shares to be sold; several recent disposals are disclosed.

The filing documents a proposed sale of 10,477 common shares with a stated aggregate value of $80,568.13 and confirms the shares were acquired as restricted stock units on 08/15/2025.

Recent sales by the same person total 161,164 shares across three transactions dated 06/16/2025, 08/07/2025 (10b5-1), and 08/18/2025 with gross proceeds disclosed. The filing does not provide additional context such as role, holdings before these transactions, or any change in ownership percentage, so material impact assessment is limited to reported volumes and proceeds.

Corporate Governance Expert

TL;DR The filing shows compliance with Rule 144 disclosure and notes a Rule 10b5-1-plan sale among recent transactions.

The notice identifies the sale agent and the nature of acquisition (RSUs) and includes the signature representation about lack of undisclosed material adverse information. One disclosed sale on 08/07/2025 is explicitly labeled as a 10b5-1 sale, indicating a prearranged trading plan for at least that transaction. The document contains no allegations, departures, or governance actions.

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	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	10477	80568.13	391926269	08/22/2025	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	08/15/2025	Restricted Stock Units	Issuer			10477	08/15/2025	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
NICHOLAS CALDWELL 441 Ninth Avenue, Sixth Floor NEW YORK NY 10001	Common	08/18/2025	66949	563610.16
10b5-1 Sales for NICHOLAS CALDWELL 441 Ninth Avenue, Sixth Floor NEW YORK NY 10001	Common	08/07/2025	30290	242320.00
NICHOLAS CALDWELL 441 Ninth Avenue, Sixth Floor NEW YORK NY 10001	Common	06/16/2025	63925	446759.04

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 Form 144 for PTON disclose about the proposed sale?

The filing discloses a proposed sale of 10,477 common shares valued at $80,568.13, to be executed via Morgan Stanley Smith Barney around 08/22/2025.

How were the 10,477 shares acquired according to the filing?

The shares were acquired as Restricted Stock Units (RSUs) on 08/15/2025, with the same date listed for issuance/payment.

Who is the seller named in recent transactions in this filing?

The filing lists Nicholas Caldwell as the seller for recent transactions on 06/16/2025, 08/07/2025 (10b5-1), and 08/18/2025.

What were the proceeds from recent sales disclosed in the filing?

Disclosed gross proceeds are $446,759.04 (06/16/2025), $242,320.00 (08/07/2025, 10b5-1), and $563,610.16 (08/18/2025).

Does the filing indicate any undisclosed material information about Peloton (PTON)?

The signer represents they do not know any undisclosed material adverse information. The filing itself contains no statement of undisclosed material facts.