Chegg has formally divided its operations into two standalone segments: Chegg Skilling, focused on workforce readiness and professional upskilling, and its legacy academic services business. This strategic pivot allows the company to allocate dedicated resources to Busuu, its language-learning platform, which recently launched a targeted rollout across five Latin American markets, including Mexico, Colombia and Peru. With Latin America representing a potential addressable market of over 160 million Spanish speakers seeking English proficiency, Chegg expects Busuu subscription revenues in the region to contribute up to 15% of total Skilling segment bookings by the end of 2026. The company has committed $12 million in incremental marketing and product localization investments for Busuu’s LATAM expansion, aiming to leverage partnerships with local universities and corporate clients to drive annual user growth of 25% in the segment.

Chegg entered into privately negotiated agreements to repurchase approximately $8.9 million in aggregate principal amount of its 0% Convertible Senior Notes due 2026, paying roughly $8.3 million in cash. These transactions, part of a broader securities repurchase program, are scheduled to close on December 30, 2025, subject to customary conditions. After closing, approximately $53.9 million of the notes will remain outstanding, and the company will have about $141.8 million of repurchase capacity still available under its program. Management believes this transaction enhances capital structure flexibility by reducing dilution risk and lowering potential interest costs, while preserving liquidity to fund continued investment in its growth initiatives.