Chegg (CHGG) Insider Ted Schlein Buys 119,784 Shares

Ted Schlein added 119,784 shares of Chegg, Inc. (CHGG) to his holdings on June 16, 2026. This transaction at the Santa Clara-based education company follows a period of concentrated buying activity by several members of the board and executive team. The trade was disclosed in a recent filing, showing Schlein's move coincided with similar acquisitions by other key figures at the firm.

Broad Insider Interest at Chegg

This purchase by Ted Schlein is part of a cluster of buying activity this June. On the same day, June 16, 2026, Renee Varni Budig, Marne Levine, and Marcela Martin each also acquired 119,784 shares. This follows an earlier round of buying on June 12, 2026, when Budig and Martin each picked up 55,000 shares. These transactions show a pattern of multiple leaders increasing their stakes at the same time. During that same period, CEO Daniel Rosensweig sold 8,293 shares on June 12, 2026, at a price of $1.11 per share, a transaction valued at about $9,205.

Chegg Stock Performance and Outlook

Shares of Chegg are priced at $1.05 as of Monday. The stock has been trading in a volatile range over the past year, with a 52-week low of $0.45 and a peak of $1.90. The current price is hovering above both the 50-day moving average of $0.84 and the 200-day moving average of $0.89. With a market value around $79.9 million, the stock is trying to find its footing after a sharp decline in revenue growth, which fell roughly 50.7% in the most recent period.

Financial Health and Earnings

Chegg is currently working through a period of unprofitability. The company reported a net margin of -19.9% and an earnings per share (EPS) loss of $0.48. Revenue for the period came in at $265.5 million. Because the company is not currently profitable, it does not have a traditional P/E ratio, and its return on equity stands at -38.3%. Investors are looking toward the next earnings announcement, which is expected on November 9, 2026, to see if the company's efforts to stabilize its financials are taking hold.

About Chegg, Inc.

Chegg operates a digital platform that helps students and lifelong learners master new skills. The company is known for its subscription services that provide AI-driven study help, writing and grammar tools, and math problem-solving assistance. It also sells and rents textbooks. As the education industry shifts toward more AI-integrated tools, the company is focusing on its Study Pack and skills-based learning platforms to stay competitive. This recent wave of insider buying suggests that while the company faces financial headwinds, its leadership is taking a larger personal stake in its long-term direction.

What's Ahead for Chegg, Inc.

Market observers will likely watch the November earnings report for any signs of a turnaround in revenue or margins. The recent cluster of insider buys often draws attention because it shows multiple people with internal knowledge of the company putting their own capital into the stock at the same time. For now, the shares remain well below their highs from earlier in the year, even as they trade above their recent technical averages.