Here are 1-3 brief analogies to describe Chegg:

• Stack Overflow for academic problems.

• Wolfram Alpha for textbook solutions and homework help.

• Netflix for academic study guides and problem solutions.

Chegg (CHGG) primarily offers the following major subscription services:

• Chegg Study: Provides step-by-step solutions for textbook problems, expert Q&A, and practice problems across various academic subjects. (Category: Academic Support & Tutoring)
• Chegg Writing: Offers tools for grammar checking, plagiarism detection, and citation assistance to help students improve their written assignments. (Category: Writing & Plagiarism Tools)
• Chegg Math Solver: Delivers comprehensive, step-by-step solutions and explanations for a wide range of math problems. (Category: Math Problem-Solving)
• Busuu: A language learning platform that provides lessons, exercises, and interactive content for acquiring new languages. (Category: Language Learning)
• Chegg Skills: Offers courses and certifications focused on career-oriented skills and professional development to help students prepare for their careers. (Category: Career & Skills Development)

Chegg (CHGG) primarily sells its services directly to individuals, specifically students. Therefore, it does not have major customer companies to list.

The company serves the following two major categories of customers:

1. College and University Students: This is Chegg's core demographic, encompassing both undergraduate and graduate students who rely on the platform for comprehensive academic support. They utilize services like Chegg Study for homework help, step-by-step textbook solutions, expert Q&A, and Chegg Writing for grammar checks, plagiarism detection, and citation assistance.
2. High School Students: A significant and growing segment of Chegg's user base includes high school students, particularly those enrolled in advanced placement (AP) courses, dual enrollment programs, or other challenging curricula, who seek supplemental study materials, homework assistance, and preparation for exams.

The major suppliers for Chegg (CHGG) include:

• Amazon (Symbol: AMZN) - for Amazon Web Services (cloud computing platform)
• FedEx (Symbol: FDX) - for shipping carriers
• UPS (Symbol: UPS) - for shipping carriers

Nathan Schultz, President and Chief Executive Officer

Nathan Schultz has served in operational roles of increasing responsibility at Chegg for over 16 years, most recently as Chief Operating Officer. He has focused his career on prioritizing students, leading Chegg to become a major global educator. As COO, he directed the global expansion and integration of Chegg's student offerings, including Chegg Study, Writing, and Math, as well as language learning and career skills training, serving over 7 million students worldwide.

David Longo, Chief Financial Officer

David Longo was appointed Chief Financial Officer of Chegg in February 2024. He joined Chegg in December 2021 and previously held the roles of Vice President, Chief Accounting Officer, Corporate Controller, and Assistant Treasurer. Before his time at Chegg, Longo served as Chief Accounting Officer for Shutterfly, Inc., a digital retailer, and as Senior Vice President and Controller at CBS Interactive, an online content network division of CBS Inc. He is a licensed CPA and holds a B.S. in Business Administration with an accounting concentration from Boston University.

Chuck Geiger, Chief Technology Officer

Chuck Geiger has been Chegg's Chief Technology Officer since June 2024, and previously served as Chief Technology Advisor from November 2022. He also held roles as Chief Product Officer and Chief Technology Officer at Chegg from 2009 to 2018. Prior to his initial tenure at Chegg, Geiger was a Partner at Silicon Valley Product Group and served as Executive and Vice President of Technology at Ask.com, under IAC/InterActiveCorp.

Debra Thompson, Chief People Officer

Debra Thompson has served as Chegg's Chief People Officer since March 2020. Her extensive career in human resources spans over three decades, with prior significant roles at companies such as Amyris Inc., Risk Management Solutions, and CNET Networks.

Chris Mason, Chief Business Officer

Chris Mason is responsible for driving Chegg's growth strategy, business operations, strategic partnerships, and international expansion as Chief Business Officer. Since joining Chegg in April 2023, he has been instrumental in redefining business operations and analytics, bringing two decades of strategy and operations experience from various technology organizations.

The rapid proliferation and adoption of Artificial Intelligence (AI) and Large Language Models (LLMs) like ChatGPT, Google Gemini, and Anthropic's Claude poses a clear emerging threat to Chegg. These AI tools can directly provide step-by-step solutions to academic problems, generate explanations, write essays, and answer complex questions instantly, often for free or at a significantly lower cost than Chegg's subscription services. Chegg's management has publicly acknowledged the negative impact of this emerging technology on its new subscriber growth rates, confirming that AI directly undermines its core value proposition of providing expert-verified solutions and homework help.

Chegg's main products and services operate within the following addressable markets:

• Educational Benefit and Strategic Upskilling Market / Skilling Market: This market is estimated to be over $40 billion globally.
• Global Language Learning Market (Busuu): This market is valued at $3.2 billion globally.

Chegg (CHGG) expects its future revenue growth over the next two to three years to be driven by a strategic pivot towards a skills-focused organization, integration of AI, diversification of revenue streams, and rigorous cost management.

1. Expansion into the Skilling Market (Busuu and Chegg Skills): Chegg is evolving into a skills-focused organization, investing in two key growth areas: language learning through Busuu and workplace readiness/upskilling via its Skills business. These segments are positioned as the company's primary growth engines. Busuu is projected to achieve approximately $48 million in revenue in 2025 and become adjusted EBITDA-positive by the first quarter of 2026. The Skills business targets the substantial $40+ billion market for workplace readiness and upskilling, focusing on AI programs, career fundamentals, and professional upskilling, with expectations of profitability and revenue growth in 2026.
2. AI Integration and Reinvention of Chegg Study: Chegg is implementing AI to transform its core Chegg Study product into a more efficient and personalized learning assistant. This reinvention aims to differentiate the product, add value for students, and contribute to reduced operating costs.
3. Diversification of Revenue Streams: To offset the normalization of its direct-to-student penetration, Chegg is diversifying its revenue through initiatives such as question-and-answer pair licensing and business-to-institution (B2I) programs and other enterprise offerings.
4. Aggressive Cost Management and Restructuring: While not a direct revenue driver, Chegg's extensive restructuring efforts and disciplined cost management are crucial for achieving sustainable revenue and Adjusted EBITDA growth. The company has undertaken multiple restructurings, expecting to realize significant non-GAAP expense savings in both 2025 and 2026 to enhance long-term profitability and free up capital for strategic investments.

Share Repurchases

• In June 2020, Chegg announced a $500 million securities repurchase program.
• In January 2022, Chegg entered into an accelerated share repurchase (ASR) agreement to repurchase $300 million of its common stock as part of its existing $1.0 billion securities repurchase program.
• By August 2025, the company completed the repurchase of 49,734,570 shares for $957.57 million under the buyback announced in June 2020.
• In November 2024, the Board of Directors approved a $300 million increase to the existing securities repurchase program, bringing the total remaining authorization to $303.7 million.
• In March 2025, Chegg repurchased approximately $56.6 million of its outstanding 0% Convertible Senior Notes due 2026.

Share Issuance

• In August 2020, Chegg closed a $1.0 billion offering of 0% Convertible Senior Notes due 2026, and in connection, issued approximately 4.2 million shares of common stock for the exchange of approximately $172.0 million of its 0.25% Convertible Senior Notes due 2023.
• As of June 30, 2025, Chegg had 107,821,415 shares of common stock issued and outstanding, an increase from 104,880,048 shares at December 31, 2024.

Outbound Investments

• In June 2020, Chegg acquired Mathway for approximately $100 million in an all-cash transaction, with potential additional payments of up to $15 million.
• In November 2021, Chegg acquired Busuu, a mobile platform for language learning, for $436 million in cash.

Capital Expenditures

• Capital expenditures were $81 million in 2020, with an expected range of $90 million to $100 million for 2021, primarily focused on content.
• Capital expenditures significantly decreased to $9 million in Q1 2025 (a 69% year-over-year decrease) and $7 million in Q2 2025 (a 60% year-over-year decrease).
• For the full year 2025, Chegg anticipates capital expenditures of approximately $30 million, with a targeted further reduction of approximately 50% in 2026, primarily by leveraging AI to reduce content and software development CapEx.