Playboy (PLBY) general counsel covers RSU tax bill with share sale

Rhea-AI Filing Summary

Playboy, Inc. General Counsel & Secretary Christopher Riley reported an open-market sale of 8,916 shares of common stock on April 24, 2026 at a weighted average price of $1.819 per share. According to the footnotes, this sale was made solely to cover tax withholding obligations from the settlement of previously granted restricted stock units, rather than as a discretionary sale. After the transaction, Riley directly holds 1,870,249 shares of Playboy common stock.

Insights

Insider transactions analyst

Small, tax-related insider sale that appears routine, not strategic.

Christopher Riley, General Counsel & Secretary of Playboy, Inc., sold 8,916 shares of common stock at a weighted average price of $1.819 on April 24, 2026. The price range for these trades was $1.795 to $1.865 per share.

Footnotes state the sale was made solely to cover tax withholding obligations tied to the settlement of previously granted restricted stock units (RSUs). This frames the transaction as a mechanical, compensation-related event rather than a discretionary decision to reduce exposure.

Following the transaction, Riley directly holds 1,870,249 shares, indicating the shares sold represent a small portion of his overall position. Given the tax-driven nature and limited size, this filing is best viewed as routine administration of equity compensation rather than a signal about the company’s outlook.

Insider Trade Summary

Net Seller: 8,916 shares ($16,218)

Net Sell 1 txn

Insider Riley Christopher

Role General Counsel & Secretary

Sold 8,916 shs ($16K)

Type	Security	Shares	Price	Value
Sale	Common Stock	8,916	$1.819	$16K

Holdings After Transaction: Common Stock — 1,870,249 shares (Direct, null)

Footnotes (1)

1. Represents shares sold solely to cover the reporting person's tax withholding obligations in connection with the settlement of restricted stock units previously granted to the reporting person. Pursuant to the Issuer's current practices, the disclosed sale of shares was made in connection with the settlement of restricted stock units, solely to cover taxes related to such settlement. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions ranging from $1.795 to $1.865, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth above.

Key Figures

Shares sold: 8,916 shares Weighted average sale price: $1.819 per share Post-transaction holdings: 1,870,249 shares +1 more

4 metrics

Shares sold 8,916 shares Open-market sale on April 24, 2026

Weighted average sale price $1.819 per share Common stock sale for tax withholding

Post-transaction holdings 1,870,249 shares Direct ownership after sale

Trade price range $1.795–$1.865 per share Multiple sale transactions on April 24, 2026

Key Terms

restricted stock units, tax withholding obligations, weighted average price, open-market sale

4 terms

restricted stock units financial

"in connection with the settlement of restricted stock units previously granted"

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.

tax withholding obligations financial

"sold solely to cover the reporting person's tax withholding obligations"

weighted average price financial

"The price reported in Column 4 is a weighted average price."

Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.

open-market sale financial

"transaction_action": "open-market sale""

An open-market sale is when a shareholder sells existing shares directly on a public exchange to any willing buyer, rather than through a private deal. Think of it like putting goods on a busy market stall where price is set by supply and demand; for investors it matters because such sales increase available supply, can put short-term downward pressure on the stock price, and signal changes in liquidity or investor confidence.

Form 4 Insider Transactions: What Each Field Means →

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Riley Christopher

(Last) (First) (Middle)

C/O PLAYBOY, INC.

10960 WILSHIRE BLVD, SUITE 2200

(Street)

LOS ANGELES CALIFORNIA 90024

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
Playboy, Inc. [ PLBY ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	General Counsel & Secretary

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
04/24/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	04/24/2026		S		8,916(1)	D	$1.819(2)	1,870,249	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. Represents shares sold solely to cover the reporting person's tax withholding obligations in connection with the settlement of restricted stock units previously granted to the reporting person. Pursuant to the Issuer's current practices, the disclosed sale of shares was made in connection with the settlement of restricted stock units, solely to cover taxes related to such settlement.

2. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions ranging from $1.795 to $1.865, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth above.

Remarks:

	/s/ Christopher Riley	04/24/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

FAQ

What insider transaction did Playboy (PLBY) report for Christopher Riley?

Playboy’s General Counsel Christopher Riley reported selling 8,916 common shares. The weighted average sale price was $1.819 per share, across trades between $1.795 and $1.865, and the transaction occurred on April 24, 2026 as disclosed in the filing’s details and footnotes.

Why did Christopher Riley sell Playboy (PLBY) shares in this Form 4 filing?

The filing states Riley sold shares solely to cover tax withholding obligations from settling previously granted restricted stock units. This means the sale was a mechanical, compensation-related step to pay taxes due on RSU settlement, not a discretionary reduction of his investment position.

How many Playboy (PLBY) shares does Christopher Riley hold after the reported sale?

After the transaction, Christopher Riley directly holds 1,870,249 shares of Playboy common stock. This figure, disclosed in the Form 4, shows that the 8,916 shares sold for tax purposes represent a small portion of his total reported holdings in the company.

At what prices were Christopher Riley’s Playboy (PLBY) shares sold?

The filing reports a weighted average sale price of $1.819 per share. Footnotes explain the 8,916 shares were sold in multiple transactions with individual trade prices ranging from $1.795 to $1.865, and full trade details are available on request from the parties listed.

Is Christopher Riley’s Playboy (PLBY) share sale a routine tax withholding event?

Yes. The footnotes explicitly state the sale was made solely to cover tax withholding obligations tied to RSU settlement. Such tax-driven sales are generally considered routine administrative events connected to equity compensation, rather than standalone strategic trading decisions by the insider.