Insider Transactions Reported by 16 Insiders of CHEGG, INC

Symbol: CHGG on NYSE
Location: San Francisco, CA

Key facts

CHGG - CHEGG, INC has 16 insiders with reported activity on this page.
Net insider value flow over the last year: +$16,806.
Recent transaction rows are available for direct filing-level review.

Change

Buy value: $56,360; sell value: $39,553.
Net share flow: +72,027.

Research use

This page gives a plain-language issuer insider context before you inspect transaction-level evidence.
Use the filing links below to verify timestamps, codes, and ownership impacts directly from SEC forms.

Evidence

Filed on Form 4

Issuer insider activity is sourced from SEC Forms 3, 4, and 5.

See Original Filing

Insider trading overview

Last 12 months

Net insider flow leans to buying over the last 12 months. Net value: +$16,806.

Buys

$56,360

Shares: 100,000

Insiders: 1

Sells

$39,554

Shares: 27,973

Insiders: 1

Net

+$16,806

Shares: +72,027

Insiders: 0

Window (months)	Buy shares	Sell shares	Buy $	Sell $	Net $
0-3	0	0	$0	$0	$0
3-6	100,000	0	$56,360	$0	+$56,360
6-9	0	0	$0	$0	$0
9-12	0	27,973	$0	$39,554	-$39,554

CHEGG, INC executives and other stock owners filed with the SEC include:

Name	Relationship	Holdings Value	Past Year Net Change	Change %	Valuation	Report Date
Daniel Rosensweig	PRESIDENT, CEO, EXEC CHAIRMAN, Director	$5,732,184	+$56,360	+0.99%	Mixed	12 Mar 2026
Andrew J. Brown	Chief Financial Officer	$4,200,118			Mixed	12 Dec 2023
Nathan J. Schultz	Ceo & President	$2,594,927			Mixed	12 Sep 2025
Esther Lem	Chief Marketing Officer	$2,029,269			Mixed	12 Mar 2023
John P. Fillmore	President, Chegg Skills	$1,921,299			Mixed	12 Mar 2023
David Longo	CFO & Treasurer	$1,368,693			Median	12 Apr 2026
John E. York	Director	$802,480			Mixed	05 Jun 2024
Melanie Anya Whelan	Director	$702,001			Mixed	05 Jun 2024
Sarah Bond	Director	$639,088			Mixed	05 Jun 2024
Robin Tomasello	Vp, Corporate Controller	$618,481			Mixed	12 Oct 2021
Ted Schlein	Director	$617,428			Mixed	17 Nov 2025
Paul LeBlanc	Director	$611,418			Mixed	05 Jun 2024
Levine Marne L.	Director	$403,790			Mixed	17 Nov 2025
Richard Sarnoff	Director	$361,707			Mixed	04 Jun 2025
Martin Marcela K.	Director	$358,133			Mixed	17 Nov 2025
Budig Renee V	Director	$355,664	-$39,554	-10%	Mixed	17 Nov 2025

Top shareholders of CHEGG, INC (13F + 13D/G + 3/4/5)

Grouped by holder across the latest SEC ownership disclosures. Ownership % is shown only when it is directly reported or safely comparable across share classes.

Methodology: rows are grouped by holder and ranked first by SEC-reported ownership % when it is safely comparable, then by disclosed holdings value. — indicates unavailable or non-comparable values; "mixed-class rows" means the latest filing spans non-comparable classes.

Holder	Source	Role / Reporting	Ownership %	Shares	Holdings Value	12M Net Δ	As of	Details
Galloway Capital Partners, LLC	13D/G	—	5.4%	6,093,000	$4,525,271	$0	08 Apr 2026	13D/G
BlackRock, Inc.	13D/G 13F	Company	2.1%	2,196,963	$2,658,325	$0	30 Jun 2025	13D/G 13F
Daniel Rosensweig	3/4/5	PRESIDENT, CEO, EXEC CHAIRMAN, Director	6.8%	7,642,913	$5,732,184	+$56,360	12 Mar 2026	3/4/5
David Longo	3/4/5	CFO & Treasurer	1.6%	1,842,862	$1,368,693	—	12 Apr 2026	3/4/5
Nathan J. Schultz	3/4/5	CEO & PRESIDENT	1.6%	1,770,486	$2,594,927	—	12 Sep 2025	3/4/5
Ted Schlein	3/4/5	Director	0.4%	444,193	$617,428	—	17 Nov 2025	3/4/5
Richard Sarnoff	3/4/5	Director	0.33%	369,089	$361,707	—	04 Jun 2025	3/4/5
Levine Marne L.	3/4/5	Director	0.26%	290,497	$403,790	—	17 Nov 2025	3/4/5
Martin Marcela K.	3/4/5	Director	0.23%	257,650	$358,133	—	17 Nov 2025	3/4/5
Budig Renee V	3/4/5	Director	0.23%	255,874	$355,664	-$39,554	17 Nov 2025	3/4/5
VANGUARD CAPITAL MANAGEMENT LLC	13F	Company	4%	4,528,039	$3,355,277	—	31 Mar 2026	13F
ACADIAN ASSET MANAGEMENT LLC	13F	Company	3.9%	4,383,737	$3,245,000	—	31 Mar 2026	13F
CHARLES SCHWAB INVESTMENT MANAGEMENT INC	13F	Company	3.7%	4,157,167	$3,081,708	—	31 Mar 2026	13F
RENAISSANCE TECHNOLOGIES LLC	13F	Company	3%	3,346,800	$2,480,983	—	31 Mar 2026	13F
Quinn Opportunity Partners LLC	13F	Company	2%	2,236,766	$1,658,115	—	31 Mar 2026	13F
ARROWSTREET CAPITAL, LIMITED PARTNERSHIP	13F	Company	1.4%	1,594,392	$1,181,923	—	31 Mar 2026	13F
JANE STREET GROUP, LLC	13F	Company	1.2%	1,314,806	$974,666	—	31 Mar 2026	13F
GEODE CAPITAL MANAGEMENT, LLC	13F	Company	1.1%	1,236,425	$916,954	—	31 Mar 2026	13F
TWO SIGMA INVESTMENTS, LP	13F	Company	1.1%	1,201,354	$890,564	—	31 Mar 2026	13F
FMR LLC	13F	Company	1.1%	1,177,597	$872,952	—	31 Mar 2026	13F
Connor, Clark & Lunn Investment Management Ltd.	13F	Company	0.97%	1,086,992	$805,787	—	31 Mar 2026	13F
METEORA CAPITAL, LLC	13F	Company	0.93%	1,039,800	$770,804	—	31 Mar 2026	13F
Allianz Asset Management GmbH	13F	Company	0.65%	731,524	$542,279	—	31 Mar 2026	13F
BRIDGEWAY CAPITAL MANAGEMENT, LLC	13F	Company	0.63%	707,053	$524,138	—	31 Mar 2026	13F
VANGUARD FIDUCIARY TRUST CO	13F	Company	0.55%	612,782	$454,071	—	31 Mar 2026	13F
GOLDMAN SACHS GROUP INC	13F	Company	0.5%	562,534	$417,007	—	31 Mar 2026	13F
STATE STREET CORP	13F	Company	0.46%	518,485	$384,353	—	31 Mar 2026	13F
BOOTHBAY FUND MANAGEMENT, LLC	13F	Company	0.44%	489,089	$362,562	—	31 Mar 2026	13F
JACOBS LEVY EQUITY MANAGEMENT, INC	13F	Company	0.42%	471,369	$349,426	—	31 Mar 2026	13F
SUSQUEHANNA INTERNATIONAL GROUP, LLP	13F	Company	0.42%	469,133	$347,768	—	31 Mar 2026	13F
MARSHALL WACE, LLP	13F	Company	0.39%	437,514	$323,760	—	31 Mar 2026	13F
VANGUARD PORTFOLIO MANAGEMENT LLC	13F	Company	0.39%	434,309	$321,823	—	31 Mar 2026	13F
CANNELL CAPITAL LLC	13F	Company	0.37%	409,236	$303,367	—	31 Mar 2026	13F
Empowered Funds, LLC	13F	Company	0.34%	377,353	$279,732	—	31 Mar 2026	13F
DIMENSIONAL FUND ADVISORS LP	13F	Company	0.32%	353,405	$261,755	—	31 Mar 2026	13F
UBS Group AG	13F	Company	0.31%	345,724	$256,181	—	31 Mar 2026	13F
Shay Capital LLC	13F	Company	0.27%	298,599	$221,351	—	31 Mar 2026	13F
Invesco Ltd.	13F	Company	0.26%	296,036	$219,452	—	31 Mar 2026	13F
MILLENNIUM MANAGEMENT LLC	13F	Company	0.24%	268,761	$199,233	—	31 Mar 2026	13F
Firsthand Capital Management, Inc.	13F	Company	0.23%	260,000	$192,738	—	31 Mar 2026	13F
Bank of New York Mellon Corp	13F	Company	0.21%	230,293	$170,716	—	31 Mar 2026	13F
NORTHERN TRUST CORP	13F	Company	0.19%	217,548	$161,268	—	31 Mar 2026	13F
MORGAN STANLEY	13F	Company	0.17%	189,799	$140,697	—	31 Mar 2026	13F
UBS AM, a distinct business unit of UBS ASSET MANAGEMENT AMERICAS LLC	13F	Company	0.17%	187,643	$139,043	—	31 Mar 2026	13F
Russell Investments Group, Ltd.	13F	Company	0.16%	183,621	$136,117	—	31 Mar 2026	13F
RBF Capital, LLC	13F	Company	0.12%	130,000	$96,369	—	31 Mar 2026	13F
JPMORGAN CHASE & CO	13F	Company	0.11%	124,497	$83,649	—	31 Mar 2026	13F
AMERIPRISE FINANCIAL INC	13F	Company	0.11%	122,077	$90,496	—	31 Mar 2026	13F
BANK OF AMERICA CORP /DE/	13F	Company	0.11%	119,544	$88,582	—	31 Mar 2026	13F
CITADEL ADVISORS LLC	13F	Company	0.11%	118,727	$88,012	—	31 Mar 2026	13F

Recent Insider Transactions by Companies or Individuals for CHEGG, INC

Showing up to 300 most recent insider transactions from the last 12 months.

Insider	Symbol	Class	Transaction	%	Value $	* Price $	Shares	Shares Owned	Date	Ownership
David Longo	CHGG	Common Stock	Tax liability	-3.34%			-63,600	1,842,862	12 Apr 2026	Direct
Daniel Rosensweig	CHGG	Common Stock	Tax liability	-0.09%			-7,004	7,618,071	12 Mar 2026	Direct
Daniel Rosensweig	CHGG	Common Stock	Purchase	1.33%	$56,360	$0.5636	100,000	7,625,075	13 Feb 2026	Direct
David Longo	CHGG	Common Stock	Tax liability	-12.2%			-264,738	1,906,462	12 Jan 2026	Direct
Daniel Rosensweig	CHGG	Common Stock	Tax liability	-0.08%			-6,337	7,525,075	12 Dec 2025	Direct
Martin Marcela K.	CHGG	Common Stock	Award	80.8%			115,132	257,650	17 Nov 2025	Direct
Levine Marne L.	CHGG	Common Stock	Award	65.6%			115,132	290,497	17 Nov 2025	Direct
Budig Renee V	CHGG	Common Stock	Award	81.8%			115,132	255,874	17 Nov 2025	Direct
Ted Schlein	CHGG	Common Stock	Award	35%			115,132	444,193	17 Nov 2025	Direct
David Longo	CHGG	Common Stock	Award	85.4%			1,000,000	2,171,200	17 Nov 2025	Direct
Daniel Rosensweig	CHGG	Common Stock	Award	270.8%			5,500,000	7,531,412	17 Nov 2025	Direct
David Longo	CHGG	Common Stock	Tax liability	-0.1%			-1,156	1,171,200	12 Oct 2025	Direct
Nathan J. Schultz	CHGG	Common Stock	Tax liability	-1.39%			-20,699	1,464,391	12 Sep 2025	Direct
Daniel Rosensweig	CHGG	Common Stock	Tax liability	-0.31%			-6,337	2,031,412	12 Sep 2025	Direct
David Longo	CHGG	Common Stock	Tax liability	-0.14%			-1,641	1,172,356	12 Jul 2025	Direct
Daniel Rosensweig	CHGG	Common Stock	Tax liability	-2.52%			-52,652	2,037,749	12 Jun 2025	Direct
Nathan J. Schultz	CHGG	Common Stock	Tax liability	-4.53%			-70,407	1,485,090	12 Jun 2025	Direct
Renee V Budig	CHGG	Common Stock	Sale	-24.6%	$39,554	$1.41	-27,973	85,742	06 Jun 2025	Direct
Ted Schlein	CHGG	Common Stock	Award	20.1%			55,000	329,061	04 Jun 2025	Direct
Marne L. Levine	CHGG	Common Stock	Award	45.7%			55,000	175,365	04 Jun 2025	Direct
Renee V Budig	CHGG	Common Stock	Award	64.2%			55,000	140,742	04 Jun 2025	Direct
Richard Sarnoff	CHGG	Common Stock	Award	17.5%			55,000	369,089	04 Jun 2025	Direct
Marcela K. Martin	CHGG	Common Stock	Award	62.8%			55,000	142,518	04 Jun 2025	Direct

* An asterisk sign (*) next to the price indicates that the price is likely invalid.