Product Manager Jobs at Chegg

Chegg PM interview guide

Chegg is an education-technology company whose direct-to-student products (homework help, expert Q&A, textbook rental, online tutoring, study tools) aim to make learning more affordable and accessible. PM interviews lean heavily on student/user empathy, written and presentation communication, prioritization, and metrics, alongside standard behavioral and product-sense rounds. Publicly available Chegg-specific PM interview detail is thin: the strongest sourced signals come from Glassdoor candidate reports (which document concrete assessment tasks like a written email exercise, a video behavioral prompt, and a strategy presentation), a question attributed to Chegg's COO via Agile Insider/Medium, and aggregator pages (Prepfully, InterviewQuery, NodeFlair, Blind). Glassdoor rates the overall interview difficulty as moderate (about 2.7 out of 5). Several of the role-specific senior-PM prompts below are surfaced as Chegg-aligned by aggregators rather than confirmed verbatim by a single named candidate, so treat them as likely-themes rather than guaranteed exact wording.

The interview process

1. Recruiter / HR screen. Roughly a 30-minute call covering your background, motivation, and fit, per Glassdoor candidate reports. Chegg's overall hiring process averages around 18 days.
2. Hiring manager interview. About 45 minutes with the hiring manager focused on your background and prior product work, including projects you led end-to-end.
3. Take-home / asynchronous assessments. Candidates report discrete assessment tasks: a short written exercise (e.g. an email to your manager, capped around 200 words), a one-minute recorded video answer to a behavioral prompt, and/or a strategy presentation to prepare and present.
4. Team / panel onsite. Glassdoor candidates describe roughly 3 hours of interviews, often as a series of six ~30-minute sessions with team members, spanning product sense, execution/metrics, behavioral, and collaboration.
5. Presentation round. A working session where you present a strategy or product analysis (e.g. a go-to-market / channel strategy for one of Chegg's products) to the panel.

Likely PM interview questions

1. Is it more important to have produced tangible accomplishments or to maintain good relationships with colleagues? (recorded as a one-minute video answer)Behavioral
2. Write an email to your manager describing why your team's project will be late (written assessment, no more than 200 words).Execution
3. Put together and present a Google Shopping channel strategy for one of our products.Strategy