
Dan Rosensweig
American business executive
Dan Rosensweig is an American business executive who is chairman, president and former chief executive officer (CEO) of student services company Chegg. Previously, Rosensweig served as president and CEO of Guitar Hero; COO at Yahoo!; president of CNET, and president and CEO of ZDNet.2
From Wikipedia’s article on Dan Rosensweig (this version), CC BY-SA 4.0.
Companies
- Rent The RunwayBoard member Oct 26, 2021 to now10
- CheggChair Nov 12, 2013 to now11
- AdobeBoard member Jan 12, 2009 to now12
- CheggChief executive officer Feb 2010 to Jun 4, 202413
- CheggPresident Nov 12, 2013 to Feb 4, 201911
- Time Inc.Board member Jul 6, 2017 to Jul 6, 201714
- AltabaChief operating officer Jan 5, 2006 to Apr 3, 200715
Holdings
Stock this person has reported owning, from the forms officers and directors file with the SEC. See the biggest insider stakes.
Shares held
Chegg CHGG7,652,283 shares16$5.9M at $0.77Sep 15, 2026
Adobe ADBE19,934 shares17$5.1M at $254.63Apr 17, 2026
Rent The Runway RENT57,357 shares18$102.1K at $1.78Aug 13, 2026
As of each latest filing. The line shows shares held over time.
Recent filings
- Sep 12, 2026Shares withheld for tax 6,337 shares at $0.73 of Chegg16
- Aug 11, 2026Granted 35,481 shares of Rent The Runway18
- Jun 12, 2026Shares withheld for tax 6,337 shares at $1.11 of Chegg19
- Jun 12, 2026Sold 6,337 shares at $1.11 of Chegg20
- Jun 12, 2026Shares withheld for tax 1,956 shares at $1.11 of Chegg19
- Jun 12, 2026Sold 1,956 shares at $1.11 of Chegg20
- Apr 15, 2026Exercised options 900 shares of Adobe17
- Mar 12, 2026Shares withheld for tax 7,004 shares at $0.57 of Chegg21
- Feb 13, 2026Bought 100,000 shares at $0.56 of Chegg22
- Dec 16, 2025Granted 16,759 shares of Rent The Runway23
- Dec 12, 2025Shares withheld for tax 6,337 shares at $0.92 of Chegg24
- Nov 17, 2025Granted 3,850,000 shares of Chegg25
- Nov 17, 2025Granted 1,650,000 shares of Chegg25
- Sep 12, 2025Shares withheld for tax 6,337 shares at $1.54 of Chegg26
- Jul 8, 2025Granted 1,685 shares of Rent The Runway27
- Jun 12, 2025Shares withheld for tax 1,956 shares at $1.47 of Chegg28
- Jun 12, 2025Shares withheld for tax 50,696 shares at $1.47 of Chegg28
- Apr 22, 2025Exercised options 633 shares of Adobe29
- Mar 12, 2025Shares withheld for tax 1,778 shares at $0.86 of Chegg30
- Mar 12, 2025Shares withheld for tax 4,595 shares at $0.86 of Chegg30
- Mar 12, 2025Granted 16,272 shares of Chegg30
- Dec 12, 2024Shares withheld for tax 2,582 shares at $2.24 of Chegg31
- Dec 12, 2024Shares withheld for tax 6,532 shares at $2.24 of Chegg31
- Sep 12, 2024Shares withheld for tax 2,582 shares at $1.85 of Chegg32
- Sep 12, 2024Shares withheld for tax 6,533 shares at $1.85 of Chegg32
Early life and education
Career
Occupation: business executive.7
Following college, Rosensweig's first job was at Dictaphone, then an independent subsidiary of Pitney Bowes, selling word processors door-to-door in Manhattan. Within three hours on the job, he was informed that the company had to lay off nearly 1,000 people, including his division.
In 1983, Rosensweig began working at Ziff Davis as a cold caller selling magazines to mom-and-pop computer retail stores, then worked his way up through the circulation department, to classified ad sales and display ad sales, and then to associate publisher of PC Magazine. Under Rosensweig's leadership, PC Magazine became the leading computer magazine in both audience reach and revenue.
In 1996, Rosensweig led the Ziff Davis launch of a series of Internet print magazines, including, by license, the acclaimed Yahoo! Internet Life. In 1998, he took over Ziff Davis' Internet Operation as president and CEO of ZiffNet, now known as ZDNet, where he took the company public and sold it to CNET, in 2001. Rosensweig played a critical role in the successful merger with CNET. During his tenure at CNET, Rosensweig served as a key participant in company-wide efforts to develop and introduce innovative new Internet advertising formats, such as interactive messaging.
In 2002, Rosensweig joined Yahoo! as COO, where he oversaw global operations through 2006, and developed a mentoring program.
In 2007, Rosensweig became a partner of private investment firm Quadrangle Group, founded by Steven Rattner, opening an office in Silicon Valley.
In March 2009, Rosensweig became president and CEO of Guitar Hero; under his management, the company launched Band Hero and DJ Hero.
In February 2010, Rosensweig joined Chegg as president and CEO, where he has overseen expansion and multiple acquisitions, and heads operations and executive management. He launched the company's IPO in 2013. Chegg expanded from textbook rental into a portfolio of student services under his leadership, transforming Chegg's digital assets to meet student needs.
In June 2024, Rosensweig stepped down as CEO of Chegg, and was succeeded by Nathan Schultz.
Rosensweig is a proponent of mentoring, and of workplace equality. He is an investor in many Silicon Valley companies, including Rent The Runway and Reputation.com.
From Wikipedia’s article on Dan Rosensweig (this version), CC BY-SA 4.0.
Personal life
Rosensweig is Jewish, and grew up in the same New York neighborhood as Mark Zuckerberg. He has two daughters with his wife Linda.
From Wikipedia’s article on Dan Rosensweig (this version), CC BY-SA 4.0.
Links
Sources
The numbers on this page point here. Each one links to the record it came from.
- 1WikidataDan Rosensweig on Wikidata
- 2WikipediaDan Rosensweig on Wikipedia
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- 4
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- 6
- 7
- 8
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- 10SEC EDGARRent The Runway, Board member
- 11SEC EDGARChegg, Chair
- 12Wikidata and SEC EDGARAdobe, Board member
- 13Wikidata and SEC EDGARChegg, Chief executive officer
- 14SEC EDGARTime Inc., Board member
- 15SEC EDGARAltaba, Chief operating officer
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- 17
- 18
- 19SEC EDGARForm 4 filed Jun 16, 2026
- 20SEC EDGARForm 4 filed Jun 15, 2026
- 21SEC EDGARForm 4 filed Mar 13, 2026
- 22SEC EDGARForm 4 filed Feb 18, 2026
- 23SEC EDGARForm 4 filed Dec 18, 2025
- 24SEC EDGARForm 4 filed Dec 15, 2025
- 25SEC EDGARForm 4 filed Nov 19, 2025
- 26SEC EDGARForm 4 filed Sep 15, 2025
- 27SEC EDGARForm 4 filed Jul 10, 2025
- 28SEC EDGARForm 4 filed Jun 16, 2025
- 29SEC EDGARForm 4 filed Apr 23, 2025
- 30SEC EDGARForm 4 filed Mar 14, 2025
- 31SEC EDGARForm 4 filed Dec 16, 2024
- 32SEC EDGARForm 4 filed Sep 16, 2024
- 33Wikimedia CommonsDan Rosensweig photo by JD Lasica from Pleasanton, CA, US, CC BY 2.0