Chegg

EdtechUSA
New to Unitard
📉 Public < $1B
Peak $14 BillionToday
−99%
from peak
  1. 🦄
    Became a unicorn
    2017
  2. 📈
    Peak valuation
    $14 Billion21
  3. 💔
    Became a Unitard
    ~2023
  4. 💸
    Last valuation
    ~$79.9M
Current status
Public (CHGG)
Live · CHGG· NYSE
as of 2026-09-21
$0.72 5.26% today
≈ $79.9 Million market cap · −99.4% from peak

The rise & fall

8 moments · 20052025

The key moments, with employee sentiment along the way.

2005
Founded as a textbook-rental company
Campus logistics first; the subscription “homework help” gold mine comes later.
Wikipedia
2017
Crosses $1B as a subscription business
Chegg Study makes the model work.
Macrotrends
Feb 2021
The peak: ~$14B in the remote-school boom$14B
The stock touches $115 as homework moves online.
Macrotrends
May 1 ’23
A ChatGPT problem, and a ChatGPT-powered response
Chegg says student interest in ChatGPT is hurting new-customer growth. In the same earnings announcement it pitches CheggMate, its own study tool powered by ChatGPT and developed with OpenAI.
2023
Slips out of the club
Free AI answers the questions subscribers used to pay for.
Macrotrends
From the inside · Glassdoor reviews, 2023–25
Glassdoor reviews put a human face on the AI squeeze: employees described near-quarterly layoff rounds clustered around earnings from mid-2023 on, RSU grants shriveling with the stock, and India-based subject-matter experts watching student questions dry up.
2025
Deeper cuts, strategic review
More restructuring as revenue keeps sliding.
CNBC
Today
Still in the club — and still trading
Live · CHGG · NYSEas of 2026-09-21
$0.72 5.26% today≈ $79.9M cap · −99.4% from peak

💬 entries paraphrase anonymous, unverified reviews posted publicly on Glassdoor ↗; dated facts carry their source.

How it happened

Chegg is an education-technology company offering textbook rentals and online homework and study help, reaching a ~$14B market cap in 2021. The rise of free AI tools such as ChatGPT eroded its core homework-help subscription business, sending users and revenue into decline. Its public market capitalization fell roughly 99% to around $150M by 2026. The company's India-based subject-matter experts, meanwhile, said student questions dried up as free AI took hold.

Source: CNBC/TechStartups

Founders & leadership

  • Dan Rosensweig
    CEO (long-time; returned as CEO Oct 2025)
    Still there — Chief Executive OfficerLinkedIn ↗
  • Osman Rashid
    co-founder & CEO (saw the textbook market as the thing to disrupt)
    Now Chairman at Khan Academy PakistanLinkedIn ↗
  • Aayush Phumbhra
    co-founder (rebranded the service as Chegg in 2007)
    Now SVP & Partner at Powerlaw Capital GroupLinkedIn ↗
  • Josh Carlson
    co-founder (left in Feb 2006, before the Chegg rebrand)
    No public profile matched

Current roles as self-reported on LinkedIn, retrieved 2026-08-20. See our methodology.

More from the club

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