The Latest Breaking News from Dan Rosensweig

Chegg's CEO once said he's the 'poster child' for AI shock. Now, the company is slashing 45% of staff

The edtech pioneer cuts 388 jobs and brings back Dan Rosensweig as CEO, underscoring how generative AI and shrinking Google traffic are reshaping student learning—and testing Chegg’s turnaround bet.

Fortune · Oct 28, 2025

EdTech Giant Chegg Slashes 45% of Workforce as AI Upends Business — But Its Stock Still Struggles

Chegg cuts nearly half its workforce as AI tools reshape education, leaving investors worried about the company's future and struggling share price.

International Business Times UK · Oct 28, 2025

For business executives, A.I. is a force that can bring customers closer, or take them away

At Fortune Brainstorm Tech, executives discussed how they are thinking about harnessing A.I. in the customer-oriented parts of their businesses.

Fortune · Jul 14, 2023

Chegg’s shares tumbled nearly 50% after the edtech company said its customers are using ChatGPT instead of paying for its study tools

A.I. chatbots are killing Chegg’s business as the edtech company tries to add A.I. to its services to stay competitive.

Fortune · May 2, 2023

Pearson shares fall after US digital learning rival says AI hurting its business

Company’s shares fall 15% after Chegg says ChatGPT is affecting subscriber numbers

The Guardian - UK · May 2, 2023

Chip Scoggins: How Paige Bueckers is using endorsements to give back

MINNEAPOLIS — Paige Bueckers is one of the most recognizable athletes in college sports. She has a massive social media following and a large platform as a star basketball player with UConn's storied program.

Tribune News Service · Apr 16, 2023

UConn Star Paige Bueckers Lands NIL Deal With Chegg Ahead of Final Four

Bueckers previously signed multi-year deals with Gatorade and StockX.

Sports Illustrated · Mar 31, 2022