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Chegg (NYSE: CHGG) CEO revises Form 4 to show tax withholding, ESPP adjustment

Filing Impact
(Neutral)
Filing Sentiment
(Neutral)
Form Type
4/A

Rhea-AI Filing Summary

ROSENSWEIG DANIEL reported disposition transactions in this Form 4 filing.

CHEGG, INC President and CEO Daniel Rosensweig filed an amended Form 4 to correct how prior share movements were coded. The amendment reclassifies two transactions on common stock as share withholdings for tax obligations, not open‑market sales. It also adjusts his reported beneficial ownership by 24,000 shares to include stock previously acquired through Chegg’s Employee Stock Purchase Plan, and notes additional indirect holdings through family trusts.

Positive

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Negative

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Insights

Amended filing shows routine tax withholding and ownership correction, not open‑market selling.

CHEGG, INC executive Daniel Rosensweig’s amended Form 4 clarifies that two prior transactions were coded incorrectly. They are now labeled with code F, meaning shares were withheld by the company to satisfy tax obligations tied to vesting of PSUs and RSUs, rather than being discretionary sales into the market.

The amendment also adjusts his beneficial ownership by 24,000 shares from the Employee Stock Purchase Plan, which had been omitted previously. These are administrative and compliance updates with no new open‑market buying or selling disclosed, so the informational value for investors is limited and the overall signal is neutral.

Insider ROSENSWEIG DANIEL
Role PRESIDENT, CEO, EXEC CHAIRMAN
Type Security Shares Price Value
Tax Withholding Common Stock 1,956 $1.11 $2K
Tax Withholding Common Stock 6,337 $1.11 $7K
holding Common Stock -- -- --
holding Common Stock -- -- --
holding Common Stock -- -- --
Holdings After Transaction: Common Stock — 7,640,115 shares (Direct, null); Common Stock — 25,000 shares (Indirect, See footnote.)
Footnotes (1)
  1. Shares reported in Column 5 include an adjustment of 24,000 shares to correct the reporting person's beneficial ownership. The adjustment reflects (i) 16,000 shares acquired under the Issuer's Employee Stock Purchase Plan during two purchase periods in 2025 that were inadvertently omitted from prior beneficial ownership calculations identified during historical records review, (ii) 8,000 shares acquired under the Issuer's Employee Stock Purchase Plan on May 15, 2026 This Form 4/A amends the prior filing to correct the transaction code from "S" to "F". The transaction represents shares withheld by the Issuer to satisfy tax withholding obligations in connection with the vesting and settlement of PSUs in an exempt transaction pursuant to Section 16b-3(e). This Form 4/A amends the prior filing to correct the transaction code from "S" to "F". The transaction represents shares withheld by the Issuer to satisfy tax withholding obligations in connection with the vesting and settlement of RSUs in an exempt transaction pursuant to Section 16b-3(e). Held by The Rosensweig Family Revocable Trust U/A/D 03-12-07 where the Reporting Person is a Co-Trustee. Held by The Rosensweig 2012 Irrevocable Children's Trust U/A/D 11-06-12. The Reporting Person is a Co-Trustee.
Tax withholding shares (total) 8,293 shares Shares withheld to satisfy tax obligations on vested PSUs and RSUs
Tax withholding lot 1 6,337 shares at $1.11/share Common stock withheld for tax obligations
Tax withholding lot 2 1,956 shares at $1.11/share Common stock withheld for tax obligations
Beneficial ownership adjustment 24,000 shares Previously omitted ESPP shares added to reported ownership
ESPP component 1 16,000 shares ESPP shares from two 2025 purchase periods now included
ESPP component 2 8,000 shares ESPP shares acquired on May 15, 2026 now included
Employee Stock Purchase Plan financial
"shares acquired under the Issuer's Employee Stock Purchase Plan during two purchase periods in 2025"
An employee stock purchase plan is a company program that lets workers buy shares through small payroll deductions, often at a discount to the market price and after a set offering period. Think of it like a workplace savings plan that turns into ownership: it encourages employees to share in the company’s success and can create predictable buying or selling of stock that investors watch because it affects supply, demand and employee incentives.
PSUs financial
"in connection with the vesting and settlement of PSUs in an exempt transaction pursuant to Section 16b-3(e)"
PSUs are company shares promised to employees or executives that only become actual stock if the business hits specific performance targets over a set period. For investors, PSUs matter because they link pay to measurable outcomes — similar to a conditional bonus that converts into ownership — which can influence management decisions, dilution of shares, and signals about confidence in future results.
RSUs financial
"in connection with the vesting and settlement of RSUs in an exempt transaction pursuant to Section 16b-3(e)"
RSUs, or restricted stock units, are a form of company shares given to employees as part of their compensation. They are typically awarded with certain restrictions, such as a waiting period before they can be fully owned or sold, similar to earning a gift that becomes fully yours over time. For investors, RSUs can impact a company's stock offerings and reflect how much the company relies on stock-based incentives to attract and retain talent.
Section 16b-3(e) regulatory
"exempt transaction pursuant to Section 16b-3(e)"
tax withholding obligations financial
"shares withheld by the Issuer to satisfy tax withholding obligations in connection with the vesting and settlement"
Irrevocable Children's Trust financial
"Held by The Rosensweig 2012 Irrevocable Children's Trust U/A/D 11-06-12."
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SEC Form 4
FORM 4UNITED 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)
XDirector10% Owner
XOfficer (give title below)Other (specify below)
PRESIDENT, CEO, EXEC CHAIRMAN
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
06/12/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)
06/15/2026
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)
CodeVAmount(A) or (D)Price
Common Stock7,642,071(1)D
Common Stock06/12/2026F(2)1,956D$1.117,640,115D
Common Stock06/12/2026F(3)6,337D$1.117,633,778D
Common Stock25,000ISee footnote.(4)
Common Stock24,842ISee footnote.(5)
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)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Explanation of Responses:
1. Shares reported in Column 5 include an adjustment of 24,000 shares to correct the reporting person's beneficial ownership. The adjustment reflects (i) 16,000 shares acquired under the Issuer's Employee Stock Purchase Plan during two purchase periods in 2025 that were inadvertently omitted from prior beneficial ownership calculations identified during historical records review, (ii) 8,000 shares acquired under the Issuer's Employee Stock Purchase Plan on May 15, 2026
2. This Form 4/A amends the prior filing to correct the transaction code from "S" to "F". The transaction represents shares withheld by the Issuer to satisfy tax withholding obligations in connection with the vesting and settlement of PSUs in an exempt transaction pursuant to Section 16b-3(e).
3. This Form 4/A amends the prior filing to correct the transaction code from "S" to "F". The transaction represents shares withheld by the Issuer to satisfy tax withholding obligations in connection with the vesting and settlement of RSUs in an exempt transaction pursuant to Section 16b-3(e).
4. Held by The Rosensweig Family Revocable Trust U/A/D 03-12-07 where the Reporting Person is a Co-Trustee.
5. 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 Rosensweig06/16/2026
** Signature of Reporting PersonDate
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 does Chegg (CHGG) CEO Daniel Rosensweig’s latest Form 4/A show?

The Form 4/A shows Daniel Rosensweig corrected earlier coding of two transactions as tax withholdings, not market sales. It also updates his beneficial ownership to include 24,000 previously omitted shares acquired through Chegg’s Employee Stock Purchase Plan during 2025 and May 2026.

Were Chegg (CHGG) shares sold on the market in this amended Form 4/A?

No open‑market sales are reported in this amendment. Two transactions are labeled code F, meaning Chegg withheld shares to cover tax obligations on vesting PSUs and RSUs. This is an administrative, non‑market disposition rather than a voluntary decision to sell shares in the open market.

How many Chegg (CHGG) shares were withheld for taxes in Rosensweig’s Form 4/A?

The summary data shows 8,293 shares of Chegg common stock were withheld to satisfy tax withholding obligations. These code F transactions relate to the vesting and settlement of performance stock units and restricted stock units, rather than to discretionary buying or selling activity by the executive.

What is the 24,000 share adjustment in Chegg (CHGG) CEO’s Form 4/A?

The filing states Rosensweig’s beneficial ownership was increased by 24,000 shares. This reflects 16,000 shares acquired under Chegg’s Employee Stock Purchase Plan during two 2025 purchase periods and 8,000 ESPP shares acquired on May 15, 2026 that had been omitted from prior ownership calculations.

How are Chegg (CHGG) shares held by Daniel Rosensweig’s family trusts reported?

The filing notes indirect holdings in The Rosensweig Family Revocable Trust and The Rosensweig 2012 Irrevocable Children’s Trust. In both cases, Daniel Rosensweig is identified as a co‑trustee, so these positions appear as indirect ownership entries separate from his directly held Chegg common stock.