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Daniel Rosensweig Insider Profile

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Daniel Rosensweig, PRESIDENT, CEO, EXEC CHAIRMAN, Director at Chegg, holds 7.67M shares in Chegg (Ticker: CHGG), holds 21.88K shares in Rent the Runway (Ticker: RENT), holds 19.03K shares in Adobe (Ticker: ADBE). Most recently, Daniel Rosensweig Bought ― shares of Chegg on Feb 18, 2026 for an estimated value of $56.00K.
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Daniel Rosensweig

Daniel Rosensweig
Chegg (CHGG)
PRESIDENT, CEO, EXEC CHAIRMAN, Director

Ranked #65,889 out of 106,131 Corporate Insiders

Profitable Transactions

56%
5 out of 9 Profitable Transactions

Average Return

-4.90%
Average return per transaction
Time Frame
1 Year
Compare to
No Benchmark

Insider Holdings

$10M
50.61%
48.20%
1.19%
A breakdown of Daniel Rosensweig's holdings

Insider Roles

Adobe
(ADBE)
Director
Chegg
(CHGG)
PRESIDENT, CEO, EXEC CHAIRMAN, Director
Rent the Runway
(RENT)
Director
Roles that Daniel Rosensweig holds in companies

Most Profitable Insider Trade

Stock:
Chegg
(CHGG)
Rating:Informative Buy
Date:Feb 25, 2016 - Feb 25, 2017
Return:+102.90%
The most profitable trade made by Daniel Rosensweig

Daniel Rosensweig's Trading History

Company Name
Last Transaction Date
Insider Position
Last Transaction
Last Transaction Amount
Holding Value
Chegg
Feb 18, 2026
PRESIDENT, CEO, EXEC CHAIRMAN, Director
Informative Buy
56.00K
$4.91M
~TIME
Time Inc
Jul 06, 2017
Uninformative Buy
$0.00
Rent the Runway
Dec 18, 2025
Director
Uninformative Buy
$121.19K
Adobe
Apr 23, 2025
Director
Uninformative Buy
221.49K
$5.16M
AABA
Altaba
$0.00
List of latest transactions for each holding click on a transaction to see Daniel Rosensweig's performance on stock

Daniel Rosensweig insider profile FAQ

What is the percentage of profitable transactions made by Daniel Rosensweig?
The percentage of profitable transactions made by Daniel Rosensweig is 56%.
    What is the average return per transaction made by Daniel Rosensweig?
    The average return per transaction made by Daniel Rosensweig is -4.90%.
      What stocks does Daniel Rosensweig hold?
      Daniel Rosensweig holds: CHGG, ~TIME, RENT, ADBE, AABA stocks.
        What was Daniel Rosensweig’s latest transaction?
        Daniel Rosensweig latest transaction was an Informative Buy of $56.00K.
          What was Daniel Rosensweig's most profitable transaction?
          Daniel Rosensweig’s most profitable transaction was an Informative Buy of CHGG stock on February 25, 2016. The return on the trade was 102.90%.
            What is Daniel Rosensweig's role in Chegg?
            Daniel Rosensweig's role in Chegg is PRESIDENT, CEO, EXEC CHAIRMAN, Director.
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