Chegg CEO has 6,337 shares withheld for taxes

Available on EDGAR 09/15/2026 - 07:51 AM EDT Accepted by SEC EDGAR 09/15/2026 - 07:50 AM EDT Learn about SEC filing dates

Rhea-AI Filing Summary

CHEGG, INC (CHGG) reported that President, CEO and Executive Chairman Daniel Rosensweig had 6,337 shares of common stock automatically withheld on September 12, 2026 to pay federal and state tax withholding obligations arising from the vesting and settlement of restricted stock units. The company states these shares were cancelled by the issuer and that Rosensweig did not sell any shares in this transaction. Following the withholding, he held 7,627,441 shares of Chegg common stock directly, in addition to indirect holdings through family trusts. No Rule 10b5-1 trading plan is reported.

Insider Trade Summary

Exercise Price or Tax Liability: 6,337 shares

Exercise Price or Tax Liability 1 txn

Insider ROSENSWEIG DANIEL

Role PRESIDENT, CEO, EXEC CHAIRMAN

Type	Security	Shares	Price	Value
Exercise Price or Tax Liability	Common Stock F1	6,337	$0.7347	$5K
Holding	Common Stock F2	--	--	--
Holding	Common Stock F3	--	--	--

Holdings After Transaction: Common Stock — 7,627,441 shares (Direct); Common Stock — 49,842 shares (Indirect, See footnote.)

Holdings Before and After: Common Stock, 7,633,778 to 7,627,441 shares (Direct)

Footnotes (3)

1. F1. Exempt transaction pursuant to Section 16b-3(e) payment of exercise price or tax liability by delivering or withholding securities incident to the receipt, exercise or vesting of a security issued in accordance with Rule 16b-3. All of the shares reported as disposed of in this Form 4 were automatically withheld by the Issuer in accordance with the agreement governing the restricted stock units ("RSUs") to satisfy federal and state tax withholding obligations of the Reporting Person resulting from the vesting and settlement of RSUs. The Reporting Person did not sell any of the shares reported on this Form 4 item; such shares were cancelled by the Issuer in accordance with the foregoing.
2. F2. Held by The Rosensweig Family Revocable Trust U/A/D 03-12-07 where the Reporting Person is a Co-Trustee.
3. F3. Held by The Rosensweig 2012 Irrevocable Children's Trust U/A/D 11-06-12. The Reporting Person is a Co-Trustee.

Key Figures

Shares withheld for taxes: 6,337 shares Per-share value used for withholding: $0.7347 per share Direct holdings after transaction: 7,627,441 shares

3 metrics

Shares withheld for taxes 6,337 shares Common stock automatically withheld on September 12, 2026 to satisfy RSU tax obligations

Per-share value used for withholding $0.7347 per share Value applied to the 6,337 shares withheld for tax obligations

Direct holdings after transaction 7,627,441 shares Chegg common stock directly held by Daniel Rosensweig following the September 12, 2026 withholding

Key Terms

Section 16b-3(e), restricted stock units ("RSUs"), federal and state tax withholding obligations, Irrevocable Children's Trust

4 terms

Section 16b-3(e) regulatory

"Exempt transaction pursuant to Section 16b-3(e) payment of exercise price"

restricted stock units ("RSUs") financial

"resulting from the vesting and settlement of RSUs"

Restricted stock units (RSUs) are a company promise to give an employee shares of stock (or cash equivalent) in the future, but only after certain conditions—usually staying with the company for a set time or hitting performance goals—are met. Investors watch RSUs because when they vest they increase the number of shares outstanding and can lead insiders to sell shares, affecting share price, company dilution and the true cost of employee pay.

federal and state tax withholding obligations financial

"to satisfy federal and state tax withholding obligations of the Reporting Person"

Irrevocable Children's Trust financial

"Held by The Rosensweig 2012 Irrevocable Children's Trust U/A/D 11-06-12"

FAQ

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

What insider transaction did CHGG CEO Daniel Rosensweig report on this Form 4?

He reported that 6,337 shares of Chegg common stock were automatically withheld on September 12, 2026 to satisfy tax withholding obligations from vesting restricted stock units; the filing states he did not sell any shares.

Did the CHGG Form 4 report any open-market stock sales by the CEO?

No. The filing states the 6,337 shares were cancelled by the issuer and automatically withheld to cover tax obligations from RSU vesting, and that the reporting person did not sell any of the shares reported.

How many CHGG shares did Daniel Rosensweig hold directly after the reported transaction?

After the withholding transaction, Daniel Rosensweig directly held 7,627,441 shares of Chegg common stock, according to the Form 4’s post-transaction holdings figure.

What was the reported value per CHGG share for the withheld shares?

The 6,337 withheld shares were valued at an indicated $0.7347 per share, which is used in the filing to calculate the tax-related value of the shares cancelled by the issuer.

Were any CHGG shares held indirectly by Daniel Rosensweig noted in the Form 4?

Yes. The Form 4 notes indirect holdings in The Rosensweig Family Revocable Trust and The Rosensweig 2012 Irrevocable Children's Trust, where he is a co-trustee, though specific indirect share counts are not listed in the provided data.

Was the CHGG CEO’s transaction under a Rule 10b5-1 trading plan?

No. The document-level checkbox for Rule 10b5-1 plans is marked false, and the footnotes describe the transaction as tax withholding under Section 16b-3(e) rather than a pre-arranged trading plan.

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

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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^*

ROSENSWEIG DANIEL

(Last) (First) (Middle)

C/O CHEGG, INC

2261 MARKET STREET SUITE 46218

(Street)

SAN FRANCISCO CALIFORNIA 94114

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
CHEGG, INC [ CHGG ]

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

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	PRESIDENT, CEO, EXEC CHAIRMAN

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
09/12/2026

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	09/12/2026		F		6,337(1)	D	$0.7347	7,627,441	D
Common Stock								25,000	I	See footnote.(2)
Common Stock								24,842	I	See footnote.(3)

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. Exempt transaction pursuant to Section 16b-3(e) payment of exercise price or tax liability by delivering or withholding securities incident to the receipt, exercise or vesting of a security issued in accordance with Rule 16b-3. All of the shares reported as disposed of in this Form 4 were automatically withheld by the Issuer in accordance with the agreement governing the restricted stock units ("RSUs") to satisfy federal and state tax withholding obligations of the Reporting Person resulting from the vesting and settlement of RSUs. The Reporting Person did not sell any of the shares reported on this Form 4 item; such shares were cancelled by the Issuer in accordance with the foregoing.

2. Held by The Rosensweig Family Revocable Trust U/A/D 03-12-07 where the Reporting Person is a Co-Trustee.

3. Held by The Rosensweig 2012 Irrevocable Children's Trust U/A/D 11-06-12. The Reporting Person is a Co-Trustee.

Remarks:

	Kirk Johnson, Attorney-in-Fact for Daniel Rosensweig	09/15/2026
	** 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)