Chegg

Chegg

Education platform offering textbooks and tutoring

Overview

Company Does Not Provide H1B Sponsorship

Chegg is a student-focused learning platform that provides affordable textbooks through rental and sale, plus a suite of study and career services. Its products include Chegg Study for step-by-step solutions and Q&A, Chegg Tutors for 24/7 online tutoring, Chegg Math Solver for instant math problem solutions, and a internships and career services marketplace. Chegg earns revenue from subscriptions, rental/sales fees, tutoring commissions, and advertising. Its goal is to help students save money, understand coursework, and prepare for the job market by offering an integrated set of tools in one place.

About Chegg

Simplify's Rating
Why Chegg is rated
C-
Rated C on Competitive Edge
Rated C on Growth Potential
Rated D+ on Differentiation

Industries

Consumer Software

Education

Company Size

5,001-10,000

Company Stage

IPO

Headquarters

Santa Clara, California

Founded

2007

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Simplify's Take

What believers are saying

  • Q2 2026 free cash flow reached $6.4 million, despite $1.5 million severance.
  • Chegg Skilling grew 2% in Q2 2026 and management still guides double-digit 2026 growth.
  • Six new employability partners, including OpenSesame and Dale Carnegie, launch in second half 2026.

What critics are saying

  • NYSE warned Chegg on July 24, 2026 after shares stayed below $1.00.
  • Q2 2026 academic revenue fell 61% to $34.3 million, crushing the core franchise.
  • AI chatbots commoditize homework answers; without a successful pivot, Chegg becomes a delisting shell.

What makes Chegg unique

  • Chegg owns internships.com and 10,000 beta users, giving employability a built-in funnel.
  • Chegg signed Cornerstone in 2026, opening enterprise distribution for Chegg Skills.
  • Chegg and Woolf launched accredited skill-first degrees on February 3, 2026.

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Funding

Total Funding

$384.3M

Above

Industry Average

Funded Over

9 Rounds

IPO funding comparison data is currently unavailable. We're working to provide this information soon!
IPO Funding Comparison
Coming Soon

Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

Mental Health Support

Unlimited Paid Time Off

Flexible Work Hours

Remote Work Options

Paid Vacation

Paid Sick Leave

Paid Holidays

Hybrid Work Options

401(k) Company Match

Employee Stock Purchase Plan

Parental Leave

Enhanced Maternity Leave

Enhanced Paternity Leave

Tuition Reimbursement

Private Health Insurance

Social Activities

Stock Price

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
Yahoo Finance
Aug 15th, 2026
Chegg revenue plunges 50.7% to $51.85M amid AI-driven transformation efforts

Chegg reported a 50.7% year-on-year revenue decline in Q2, with revenue of $51.85 million slightly beating analyst estimates of $49.5 million. The company attributed the decline to its ongoing transformation towards an AI-driven platform integrating academic, skilling, and employability services. CEO Dan Rosensweig acknowledged AI created headwinds for the legacy model but said the company responded by strengthening its balance sheet and rebuilding cost structure. The company beat expectations on adjusted EPS and EBITDA. However, Chegg's Q3 guidance disappointed, with revenue forecast at $43.5 million versus analyst estimates of $48.28 million. EBITDA guidance of $1.5 million also fell short of the $6.02 million estimate. During the earnings call, only one analyst from Needham & Company participated, focusing questions on Chegg's employability platform strategy and differentiation from competitors like LinkedIn. CFO David Longo indicated most severance costs are complete and expects positive free cash flow in the second half.

Yahoo Finance
Aug 6th, 2026
Chegg pivots to employability platform with $51.8M Q2 revenue, cuts costs 50% year-over-year

Chegg reported Q2 2026 revenue of $51.8 million, exceeding expectations, whilst pivoting strategically towards employability services. The education technology company nearly halved its non-GAAP operating expenses to $32.3 million compared to the same quarter last year. Adjusted EBITDA reached $9.1 million, representing a 17% margin. Free cash flow totalled $6.4 million in the quarter, including approximately $1.5 million in severance payments. The company ended the quarter with $72.3 million in cash and investments and a net cash position of $38.5 million. Chegg repurchased $1.7 million of common stock during Q2, with $120.7 million remaining on its authorisation. However, the company faces ongoing headwinds from AI impacting its traditional academic services. For Q3 2026, Chegg expects total revenue between $43 million and $44 million, with adjusted EBITDA of $1 million to $2 million.

Associated Press
Aug 6th, 2026
Chegg reports Q2 2026 revenue of $51.8M, down 51% year-over-year

Chegg reported second quarter 2026 total net revenues of $51.8 million, a 51% year-over-year decrease. The learning and workforce skilling company posted a net loss of $3 million and adjusted EBITDA of $9.1 million. The company's Chegg Skilling segment generated $17.5 million in revenues, up 2% year-over-year. Gross margin stood at 55%, whilst non-GAAP gross margin reached 57%. Chegg plans to launch an employability platform combining its academic, skilling, and language learning services. The platform will automate job search and matching whilst providing coaching to help students secure internships and employment. For the third quarter, Chegg expects total net revenues between $43 million and $44 million, with adjusted EBITDA of $1 million to $2 million. The company repurchased $1.7 million in shares during the quarter.

Yahoo Finance
Jul 28th, 2026
AI threatens answer-gatekeeping business models as Chegg stock plummets 99%

AI is systematically dismantling business models built on gatekeeping information, with companies like Chegg serving as cautionary examples. The education platform, which once charged students monthly fees for homework answers, has seen its stock plummet nearly 99% from its 2021 peak, now trading around $1. In May 2023, former CEO Dan Rosensweig admitted ChatGPT was impacting customer growth, triggering an overnight 50% stock collapse. The pattern reveals a critical vulnerability: businesses offering raw knowledge without proprietary data or operational value face extinction. Companies surviving this shift help customers move from answers to action, particularly when leveraging unique datasets or relationships. Two factors determine survival: whether a business offers answers versus actionable solutions, and whether its output can be replicated by AI models at zero marginal cost.

Investors Hangout
Jun 19th, 2026
Chau Nguyen wins Entrepreneur Of The Year 2026.

Chau Nguyen wins Entrepreneur Of The Year 2026. The unmistakable journey of Chau Nguyen. Every now and then, a story hits the headlines that makes you take stock of what an unwavering entrepreneurial spirit can truly accomplish. Chau Nguyen, founder and CEO of Vintage Modern, Inc, just snagged the EY US Entrepreneur Of The Year(R) 2026 Southeast Award - a nod not only to his business triumphs but to his relentless ambition. From humble origins to new ventures. Nguyen isn't new to the entrepreneurial grind. Before crafting Vintage Modern into a luxury automotive innovator, he sold two tech ventures: Campus Special, which Chegg snapped up, and Hirewire, later acquired by Seasoned. But in 2018, he shifted gears - quite literally - with a vision to breathe modern functionality into classic luxury autos. This isn't just about restoring some old gas guzzlers and calling it a day. Vintage Modern handcrafts over 250 cars annually, blending sleek, timeless design with cutting-edge safety and technology. The result? A brand-new category in the automotive world, something Nguyen proudly coined the 'Modern Classic.' A disruptor in the high-end car scene. Talk about influence! Vintage Modern has more than 4 million enthusiasts globally. Imagine a clientele involving names like Mark Wahlberg or LeBron James, keeping this company in the fast lane to becoming a pretty formidable player on the luxury scene. That's some serious clout no slick marketing campaign could replicate overnight. The recognition, Nguyen says, "acknowledges a journey defined by resilience, discipline, and an unwavering belief that there is always a better way forward." What's next for Vintage Modern? With the Southeast Award in the bag, Nguyen now eyes the national stage, poised to compete in November's Entrepreneur Of The Year 2026 National Awards. It's not just another trophy. Bagging the national title means a shot at the EY World Entrepreneur Of The Year(TM) Award in May 2027 - a true coup in the entrepreneurial echelon. This isn't just about Nguyen riding high on a wave of already-celebrated CEOs like Reid Hoffman (LinkedIn) or Howard Schultz (Starbucks). This is an acknowledgement of his role as a bold leader who steps up to redefine industry standards when everyone else sticks to what's been tried and true. * Chau Nguyen, Vintage Modern * Mark Wahlberg * LeBron James * Ryan Reynolds * EY Entrepreneur Of The Year 2026 Judgment day from the award panel. Winning wasn't simple, either. An independent panel scrutinized long-term value creation, the ambitious entrepreneurial spirit, as well as the substantial growth and societal impact. They ultimately saw Nguyen's transformative vision as an indicator of positive industry change. With both national and international badges of honor poised within reach, Nguyen remains optimistic about Vintage Modern's continued influence - thinking even bigger and pushing the envelope where others might blink. Evolving the entrepreneurial landscape. Commemorating 41 years, the EY Entrepreneur Of The Year program steps beyond recognizing business leaders - it celebrates ingenuity and courage. From bootstrap beginnings to billion-dollar ventures, this award highlights entrepreneurial leadership that doesn't shy away from innovation. Nguyen's story is a testament: the embodiment of resilience flourishing under any bearing. Fuelled by his team's talent, Vintage Modern is shaping modern luxury cars. And judging by Nguyen's trailblazer instinct, the best chapters might well be unwritten.

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