Peloton officer Caldwell proposes $165K share sale

Accepted by SEC EDGAR 03/16/2026 - 04:38 PM EDT Learn about SEC filing dates

Rhea-AI Filing Summary

Peloton Interactive, Inc. (PTON) officer Nicholas Caldwell gave notice of a proposed sale of 42,632 common shares, with an aggregate market value of $164,768.42, on approximately March 16, 2026. The shares were acquired through restricted stock vesting under a registered plan on March 15, 2026, for services rendered. Caldwell stated that the sale is solely to cover tax liability related to settlement of restricted stock units.

Key Figures

Proposed sale: 42,632 common shares Aggregate market value: $164,768.42 Shares acquired: 42,632 shares +1 more

4 metrics

Proposed sale 42,632 common shares Approximately March 16, 2026

Aggregate market value $164,768.42 Proposed sale

Shares acquired 42,632 shares Restricted stock vesting on March 15, 2026

Shares outstanding 409,652,366 shares Reported in the securities information

Key Terms

Restricted stock vesting, Restricted Stock Units, Gross Proceeds

3 terms

Restricted stock vesting financial

"Restricted stock vesting under a registered plan"

Restricted stock vesting is the timetable and conditions under which shares granted to employees or insiders become fully owned and can be sold, typically requiring continued work or meeting performance goals. It matters to investors because large blocks of shares can become tradable at once, which can change share supply and price, and because vesting aligns insiders’ incentives with the company’s long‑term performance—think of it like a timed unlock that both rewards and locks in key people.

Restricted Stock Units financial

"settlement of Restricted Stock Units"

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.

Gross Proceeds financial

"Amount of Securities Sold | Gross Proceeds"

The total amount of cash a company receives from a financing event or sale before any fees, expenses, taxes or deductions are taken out. Investors watch gross proceeds because it shows the raw scale of new capital being raised—think of it as the paycheck amount before withholdings—which helps assess how much funding is available for operations, growth, debt payoff or how much shareholder dilution might occur once costs are removed.

FAQ

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

How many PTON shares did Nicholas Caldwell propose to sell?

Caldwell gave notice of a proposed sale of 42,632 common shares, with an aggregate market value of $164,768.42, on approximately March 16, 2026.

Why is Nicholas Caldwell selling PTON shares?

Caldwell stated that the sale is solely to cover tax liability related to settlement of restricted stock units.

What earlier PTON sales does Nicholas Caldwell list?

The listed sales were 50,570 shares on February 17, 2026, for gross proceeds of $209,885.73; 25,135 shares on January 13, 2026, for $175,947.51; 75,762 shares on January 9, 2026, for $530,334.00; and 64,617 shares on December 16, 2025, for $401,349.11.

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

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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	(929) 567-0006
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	42632	164768.42	409652366	03/16/2026	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	03/15/2026	Restricted stock vesting under a registered plan	Issuer			42632	03/15/2026	Services Rendered

* 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	02/17/2026	50570	209885.73
NICHOLAS CALDWELL 441 Ninth Avenue Sixth Floor New York NY 10001	Common	01/13/2026	25135	175947.51
NICHOLAS CALDWELL 441 Ninth Avenue Sixth Floor New York NY 10001	Common	01/09/2026	75762	530334.00
NICHOLAS CALDWELL 441 Ninth Avenue Sixth Floor New York NY 10001	Common	12/16/2025	64617	401349.11

144: Remarks and Signature

Remarks	The sale of shares is for the sole purpose of covering the Reporting Person's tax liability with respect to the settlement of Restricted Stock Units.
Date of Notice	03/16/2026
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)