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CHEGG, INC. Form 4 Filings

CHGG NYSE

Every Form 4 that CHEGG, INC. (CHGG) has filed with the SEC in the last 12 months is listed below, newest first, and each one links through to the document itself with the summary and the scores our analysis gives it.

A Form 4 covers the transactions officers, directors and large holders report, so if you follow CHGG and want that one kind of document rather than the whole filing history, this is the page to keep. The company's other filings, of every form, are on the full CHGG filings page.

Rhea-AI 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.

Rhea-AI Summary

Chegg, Inc. director Renee Varni Budig reported selling 54,347 shares of common stock on August 13, 2026 in an open-market transaction at a weighted average price of $0.7755 per share. The sale was executed under a Rule 10b5-1 trading plan adopted on May 14, 2026, with individual trade prices ranging from $0.7625 to $0.7978. Following this transaction, Budig directly holds 376,311 Chegg shares.

Rhea-AI Summary

Chegg, Inc. CFO & Treasurer David Longo reported a disposition of 63,601 shares of Chegg common stock on 12 July 2026. The shares were automatically withheld by Chegg to satisfy federal and state tax obligations arising from the vesting and settlement of restricted stock units, as an exempt transaction under Section 16b-3(e). The filing states that Longo did not sell any shares in the market; the withheld shares were cancelled by the issuer. After this tax-withholding event, Longo holds 1,779,261 shares of Chegg common stock directly, including unvested performance stock units.

Rhea-AI Summary

BUDIG RENEE VARNI reported acquisition or exercise transactions in this Form 4 filing.

Chegg, Inc. director Renee Varni Budig received an annual equity grant of 119,784 restricted stock units (RSUs) for board service. The award has no cash purchase price and each RSU represents a right to receive one share of Chegg common stock upon vesting.

The RSUs will vest on the one-year anniversary of the grant date, provided she continues serving on the board through that date. Following this grant, Budig directly holds 430,658 shares of Chegg common stock as reported in the filing.

Rhea-AI Summary

Martin Marcela reported acquisition or exercise transactions in this Form 4 filing.

Chegg director Marcela Martin reported an annual equity award for board service. She received 119,784 restricted stock units (RSUs), each representing a right to one share of Chegg common stock at no cash cost per share. These RSUs vest on the one-year anniversary of the grant date, conditioned on her continued board service. After this grant, Martin directly holds 432,434 shares of Chegg common stock.

Rhea-AI Summary

Levine Marne L. reported acquisition or exercise transactions in this Form 4 filing.

Chegg, Inc. director Marne L. Levine received an annual equity grant for board service in the form of 119,784 restricted stock units. These RSUs were granted at no cash price and each unit represents one share of Chegg common stock upon vesting.

The RSUs are scheduled to vest on the one-year anniversary of the grant date, conditioned on Levine’s continued service on the board through that date. Following this grant, Levine directly holds 465,281 shares of Chegg common stock, including the unvested RSUs reflected in this filing.

Rhea-AI Summary

SCHLEIN TED reported acquisition or exercise transactions in this Form 4 filing.

CHEGG, INC director Ted Schlein reported an equity award and updated holdings. He received an annual grant of 119,784 restricted stock units for board service, each representing one share of common stock upon vesting. These RSUs vest on the one-year anniversary of the grant date, conditioned on his continued board service.

Following the grant, Schlein directly holds 174,784 shares of Chegg common stock and indirectly holds 524,663 shares through the Schlein Family Trust dated April 20, 1999, where he serves as co-trustee.

Rhea-AI 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.

Rhea-AI Summary

Chegg, Inc. director Ted Schlein reported an award of 55,000 restricted stock units for board service, credited to the Schlein Family Trust. The RSUs carry no purchase price and each unit represents a contingent right to receive one share of Chegg common stock upon vesting.

The award will vest on the one-year anniversary of the grant date, subject to his continued service on the board through that date. Following this grant, the Schlein Family Trust is reported as indirectly owning 579,663 Chegg shares, including 444,193 shares previously held directly and 80,470 shares earlier acquired by the trust.

Rhea-AI Summary

CHEGG, INC President, CEO and Executive Chairman Daniel Rosensweig reported routine equity updates involving tax withholding and prior-period adjustments. On June 12, 2026, a total of 8,293 shares of common stock were automatically withheld and cancelled at $1.11 per share to cover federal and state tax obligations tied to the vesting and settlement of performance stock units and restricted stock units, rather than sold in the market.

The filing also corrects the executive’s historical beneficial ownership by 24,000 shares, reflecting 16,000 shares acquired under Chegg’s Employee Stock Purchase Plan during two 2025 purchase periods and 8,000 shares acquired under the plan on May 15, 2026, with no current transaction in those shares. Following these changes, Rosensweig reports 7,633,778 common shares held directly, plus indirect holdings of 24,842 and 25,000 shares in family trusts where he serves as co‑trustee.

Rhea-AI Summary

BUDIG RENEE VARNI reported acquisition or exercise transactions in this Form 4 filing.

Chegg director Renee Varni Budig received an annual equity grant for board service. On June 12, 2026 she was awarded 55,000 restricted stock units, each representing one share of Chegg common stock upon vesting. These RSUs vest on the one-year anniversary of the grant date, subject to her continued board service. Following this award, she directly holds 310,874 shares of Chegg common stock.

Rhea-AI Summary

CHEGG, INC director Marcela Martin received an equity grant for board service. The filing reports an award of 55,000 shares of Common Stock in the form of restricted stock units, with no purchase price. Following this grant, her directly owned position is 312,650 shares.

The footnote explains this is an annual RSU grant for board service. Each RSU converts into one share of Chegg common stock after vesting. The entire RSU award will vest on the one-year anniversary of the grant date, if she continues serving on the board through that date.

Rhea-AI Summary

Levine Marne L. reported acquisition or exercise transactions in this Form 4 filing.

Chegg, Inc. director Marne L. Levine received an annual grant of 55,000 shares of common stock in the form of restricted stock units for board service. The award was reported at a price of $0.00 per share and increases her direct holdings to 345,497 shares.

Each restricted stock unit represents a contingent right to receive one share of Chegg common stock upon vesting. The 55,000 shares underlying these RSUs will vest on the one-year anniversary of the grant date, provided she continues serving on the board through that vesting date.

Rhea-AI Summary

CHEGG, INC CFO & Treasurer David Longo reported a tax-related share withholding rather than an open-market trade. On this Form 4, 63,600 shares of common stock were disposed of at $0.80 per share as the issuer automatically withheld and cancelled them to cover federal and state tax obligations from vesting RSUs. According to the filing, Longo did not sell these shares in the market. After this non-market transaction, he directly holds 1,842,862 shares, which the footnote notes includes unvested performance stock units.

Rhea-AI Summary

Chegg, Inc. President, CEO and Executive Chairman Daniel Rosensweig reported a tax-related share disposition linked to restricted stock units. On March 12, 2026, 7,004 shares of Chegg common stock were withheld at $0.5704 per share to satisfy federal and state tax obligations from RSU vesting. According to the disclosure, Rosensweig did not sell these shares in the market; they were automatically cancelled by Chegg under the RSU agreement. After this withholding, he directly holds 7,618,071 shares of common stock and also has indirect holdings of 25,000 shares in The Rosensweig Family Revocable Trust and 24,842 shares in The Rosensweig 2012 Irrevocable Children's Trust, where he serves as co-trustee.

Rhea-AI Summary

Chegg, Inc. President, CEO and Executive Chairman Daniel Rosensweig reported an open-market purchase of 100,000 shares of Chegg common stock. The shares were bought on February 13, 2026 at a weighted average price of $0.5636 per share, in multiple trades between $0.5576 and $0.5641.

Following this transaction, Rosensweig directly owns 7,625,075 shares of Chegg common stock. He also has indirect holdings of 25,000 shares held by The Rosensweig Family Revocable Trust and 24,842 shares held by The Rosensweig 2012 Irrevocable Children's Trust, where he is a co-trustee. The purchase was made after pre-clearance under the company’s insider trading policy.

Rhea-AI Summary

Chegg, Inc. executive David Longo, the CFO and Treasurer, reported routine share withholding related to restricted stock units (RSUs). On January 12, 2026, two Form 4 transactions coded "F" show common shares withheld by Chegg to cover tax obligations triggered by RSU vesting.

The first transaction involved 1,815 common shares at $0.92 per share, and the second involved 262,923 common shares at $0.92 per share. According to the footnote, these shares were automatically cancelled by the company to satisfy federal and state tax withholding, and were not sold by Longo on the open market. After these transactions, Longo directly owns 1,906,462 shares of Chegg common stock.

Rhea-AI Summary

Chegg, Inc. reported an insider share withholding by its executive chairman and director Daniel Rosensweig. On 12/12/2025, 6,337 shares of common stock were disposed of at a price of $0.92 per share in a transaction coded "F," which the footnotes describe as an exempt event where shares were automatically withheld by the company to satisfy federal and state tax withholding obligations arising from the vesting and settlement of restricted stock units ("RSUs"). The shares were cancelled by Chegg and were not sold by Rosensweig.

After this tax-withholding transaction, Rosensweig directly beneficially owned 7,525,075 shares of Chegg common stock. He also indirectly held 25,000 shares through The Rosensweig Family Revocable Trust U/A/D 03-12-07 and 24,842 shares through The Rosensweig 2012 Irrevocable Children's Trust U/A/D 11-06-12, where he serves as co-trustee.

Rhea-AI Summary

Chegg, Inc. director reports annual RSU grant

A Chegg, Inc. director filed a Form 4 disclosing an annual equity award for board service. On 11/17/2025, the director received 115,132 restricted stock units (RSUs) of Chegg common stock at a price of $0, increasing the director’s beneficial ownership to 257,650 shares held directly after the transaction.

Each RSU represents a contingent right to receive one share of Chegg common stock upon vesting. The RSUs are scheduled to vest on the one-year anniversary of the grant date, conditioned on the director’s continued service on the board through the vesting date.

Rhea-AI Summary

Chegg, Inc. (CHGG) reported an equity award to one of its directors in a Form 4 filing. On 11/17/2025, the director received 115,132 restricted stock units (RSUs) of Chegg common stock at a price of $0 per share as an annual grant for board service. Each RSU represents the right to receive one share of common stock when it vests.

The RSUs will vest on the one-year anniversary of the grant date, as long as the director continues to serve on Chegg’s board through that date. After this grant, the director beneficially owned 290,497 shares of Chegg common stock in total, held directly.

Rhea-AI Summary

Chegg, Inc. (CHGG) reported a change in ownership for one of its directors through a Form 4 filing. On 11/17/2025, the director received an annual grant of 115,132 restricted stock units (RSUs) for board service at a stated price of $0, reflecting the nature of RSUs as a contingent equity award rather than a cash purchase. Following this grant, the director beneficially owned 255,874 shares of Chegg common stock in total. The RSUs will vest on the one-year anniversary of the grant date, provided the director continues to serve on the board through that vesting date.

Rhea-AI Summary

Chegg, Inc. reported a new equity grant to director Ted Schlein. On 11/17/2025, he received 115,132 restricted stock units (RSUs) of Chegg common stock at a grant price of $0, reflecting a stock-based compensation award for board service.

Each RSU represents the right to receive one share of Chegg common stock when it vests. The shares underlying this award will vest on the one-year anniversary of the grant date, as long as Schlein continues to serve on Chegg's board through that vesting date. After this grant, he beneficially owns 444,193 shares of Chegg common stock in direct form.

Rhea-AI Summary

Chegg, Inc. reported an equity grant to its CFO and Treasurer on 11/17/2025. The officer received 500,000 shares of common stock in the form of restricted stock units (RSUs) at a price of $0, increasing his directly held common shares to 1,671,200, and another 500,000 shares as performance-based restricted stock units (PSUs), bringing his holding to 2,171,200 shares after the second grant.

The RSUs represent the right to receive one share of Chegg common stock per unit and are scheduled to vest over time, beginning one year after the vesting commencement date, with additional vesting quarterly thereafter, subject to continued service. The 2025 PSUs will vest based on Chegg’s stock price performance, with 25% of the shares vesting at each of four appreciation thresholds of 50%, 75%, 100% and 125%, also subject to continued service and a prior performance determination by the Compensation Committee.

Rhea-AI Summary

Chegg, Inc. reported a new equity award for Executive Chairman and Director Daniel Rosensweig. On 11/17/2025 he received 1,650,000 restricted stock units at a price of $0, each representing one share of common stock. These RSUs begin vesting from a commencement date of 10/28/2025, with one-third vesting after one year and the remainder vesting quarterly over the following two years.

He also received 3,850,000 performance-based restricted stock units granted in 2025 that become eligible to vest after the Compensation Committee determines achievement of specified performance measurements on 10/28/2028. The shares tied to these PSUs vest in four 25% tranches if the stock appreciates by 50%, 75%, 100% and 125%, subject to his continued service through each vesting date. Following these grants, Rosensweig beneficially owned 7,531,412 shares of Chegg common stock directly.

Rhea-AI Summary

Chegg, Inc. (CHGG) reported an insider transaction on a Form 4. On 10/12/2025, CFO & Treasurer David Longo had 1,156 shares of common stock withheld (Transaction Code F) at a listed price of $1.28 per share to satisfy tax obligations arising from RSU vesting, an exempt transaction under Section 16b-3(e). After this withholding, he beneficially owns 1,171,200 shares, held directly. The filing specifies these shares were not sold; they were cancelled by the issuer to cover withholding.