Peloton insider plans sale of 25,135 shares

Peloton Interactive insider sale filing: A person identified as Nicholas Caldwell filed a Rule 144 notice covering the planned sale of 25,135 shares of Peloton common stock through Morgan Stanley Smith Barney LLC, with an aggregate market value of $166,142.35.

Rhea-AI Filing Summary

Peloton Interactive insider sale filing: A person identified as Nicholas Caldwell filed a Rule 144 notice covering the planned sale of 25,135 shares of Peloton common stock through Morgan Stanley Smith Barney LLC, with an aggregate market value of $166,142.35. The filing lists 401,969,748 shares of common stock outstanding and an approximate sale date of January 13, 2026 on NASDAQ.

The 25,135 shares to be sold were acquired as restricted stock units from the issuer on November 15, 2025. The notice also reports prior sales over the past three months, including 68,262 shares sold on November 17, 2025 for $495,001.89, 64,617 shares sold on December 16, 2025 for $401,349.11, and 10b5-1 sales on January 9, 2026 of 25,715 and 50,047 shares.

FAQ

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What does the Peloton (PTON) Rule 144 filing disclose?

The filing discloses that a holder identified as Nicholas Caldwell plans to sell 25,135 shares of Peloton common stock under Rule 144. The shares are to be sold through Morgan Stanley Smith Barney LLC on or about January 13, 2026 on NASDAQ, with an aggregate market value of $166,142.35 based on the figures in the notice.

How many Peloton shares are planned for sale in this Rule 144 notice?

The notice covers the planned sale of 25,135 shares of Peloton common stock. These shares are listed under the section titled "Number of Shares or Other Units To Be Sold" for common stock to be sold through Morgan Stanley Smith Barney LLC.

When and how were the Peloton shares in this Rule 144 filing acquired?

The 25,135 Peloton shares were acquired on November 15, 2025 as restricted stock units from the issuer. The table in the filing shows the title as common stock, the acquisition date, and identifies the nature of the acquisition transaction as restricted stock units.

What prior Peloton share sales by Nicholas Caldwell are disclosed in the last 3 months?

The filing lists several sales in the past three months, including 68,262 shares sold on November 17, 2025 for $495,001.89, 64,617 shares sold on December 16, 2025 for $401,349.11, and two 10b5-1 sales on January 9, 2026 of 25,715 and 50,047 shares with gross proceeds of $180,005.00 and $350,329.00, respectively.

How many Peloton shares are outstanding according to this Rule 144 notice?

The Rule 144 filing states that the "Number of Shares or Other Units Outstanding" for Peloton common stock is 401,969,748. This figure provides context for the size of the planned and recent sales relative to total common shares.

Which broker is handling the Peloton shares in this Rule 144 filing?

The filing identifies Morgan Stanley Smith Barney LLC Executive Financial Services, located at 1 New York Plaza, 8th Floor, New York, NY 10004, as the broker for the planned sale of 25,135 Peloton common shares on NASDAQ.

Are any of the recent Peloton share sales tied to a Rule 10b5-1 plan?

Yes. The section detailing securities sold during the past three months shows two entries labeled "10b5-1 Sales for NICHOLAS CALDWELL" on January 9, 2026, covering 25,715 and 50,047 common shares with stated gross proceeds. The notice also includes a field for the date of plan adoption or instructions if relying on Rule 10b5-1.

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Accepted by SEC EDGAR 01/13/2026 - 04:33 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	0001838934
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	Peloton Interactive, Inc.
SEC File Number	001-39058
Address of Issuer	441 Ninth Avenue, Sixth Floor NEW YORK NEW YORK 10001
Phone	9295670006
Name of Person for Whose Account the Securities are To Be Sold	NICHOLAS CALDWELL
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	25135	166142.35	401969748	01/13/2026	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	11/15/2025	Restricted Stock Units	Issuer			25135	11/15/2025	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
10b5-1 Sales for NICHOLAS CALDWELL 441 Ninth Avenue, Sixth Floor NEW YORK NY 10001	Common	01/09/2026	25715	180005.00
10b5-1 Sales for NICHOLAS CALDWELL 441 Ninth Avenue, Sixth Floor NEW YORK NY 10001	Common	01/09/2026	50047	350329.00
NICHOLAS CALDWELL 441 Ninth Avenue, Sixth Floor NEW YORK NY 10001	Common	12/16/2025	64617	401349.11
NICHOLAS CALDWELL 441 Ninth Avenue, Sixth Floor NEW YORK NY 10001	Common	11/17/2025	68262	495001.89

144: Remarks and Signature

Remarks
Date of Notice	01/13/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	09/05/2025
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/ Nicholas Caldwell
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)