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Chegg Strengthens Executive Leadership Team with Appointment of Dana Underwood As Chief Product Officer

Underwood joins Chegg to drive its expanded vision utilizing artificial intelligence to the benefit of the student

Chegg, Inc. (NYSE: CHGG), the leading student-first connected learning platform, today announced that Dana Underwood has joined the company as Chief Product Officer, effective Oct. 2, 2023. In this new role, Dana will be responsible for elevating Chegg’s student experience, driving its product execution, and leveraging the power of AI to expand who the company serves and how it serves them. He will also lead the company’s learning pathways, research, design, and product management teams, as well as student advocacy.

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Dana Underwood (Photo: Business Wire)

Dana Underwood (Photo: Business Wire)

Dana has two decades of technology product development and management experience in organizations of all sizes. He brings a wealth of expertise and a proven track record of success to the Chegg team. With a strong focus on delivering customer-centric solutions and leveraging the latest technological advancements, Dana is well-equipped to lead Chegg’s product initiatives into the next phase of growth. Dana will report to Chegg’s Chief Operating Officer, Nathan Schultz.

“We are thrilled to welcome Dana as Chief Product Officer,” said Nathan Schultz, COO of Chegg, Inc. “Dana’s appointment adds further experience and strength to our executive leadership team at this important time. As we continue to embrace AI, we are excited that Dana is joining Chegg to lead the efforts in shaping a singular expression of Chegg’s products that will serve students in college and the workforce of tomorrow. This will be crucial as we continue to build a bridge between learning and earning.”

Dana was most recently Chief Product Officer at Everly Health, where he drove product strategy and innovation and led the global product organization and program office across all business units. Prior to that, Dana was Global Head of Health Tech Products at Johnson & Johnson and led technology product development across J&J’s consumer, device, and pharma businesses.

“Joining Chegg at this time is incredibly exciting,” said Dana Underwood. “As technology rapidly transforms how we learn and how we work, Chegg’s steadfast commitment to putting students first is more vital than ever. I am thrilled to join an exceptional team and contribute to the company’s continued success providing a unique, personalized, AI-enhanced learning experience for students throughout their learning journey.”

Dana holds a B.S. in Mechanical Engineering from Northwestern University, an M.S. in Mechanical Engineering from Stanford University, and an MBA from the Stanford Graduate School of Business.

About Chegg

Millions of people all around the world Learn with Chegg. Our mission is to improve learning and learning outcomes by putting students first. We support life-long learners starting with their academic journey and extending into their careers. The Chegg platform provides products and services to support learners to help them better understand their academic course materials, and also provides personal and professional development skills training, to help them achieve their learning goals. Chegg is a publicly held company based in Santa Clara, California and trades on the NYSE under the symbol CHGG. For more information, visit


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