Core Insights - Chegg, Inc. is making a significant strategic shift towards the $40 billion global workforce skilling market, splitting its operations into Chegg Skilling for growth and Academic Services for cash flow generation [1] Group 1: Financial Performance - Chegg Skilling revenues increased by 11% year over year in Q4 2025, reaching $17.7 million, while overall revenues declined by 39% year over year in 2025 and 49% in Q4 [2][3] - The company expects to generate meaningful free cash flow in 2026 despite incurring near-term severance expenses, ending the quarter with $85 million in cash and investments [2] Group 2: Market Position and Competition - Chegg is transitioning from academic support services to focus on B2B skilling, competing with platforms like Coursera and Udemy, which have established niches in academic credibility and broad course offerings respectively [4][5][6] - Chegg's transformation is marked by a deeper integration of AI to provide personalized, skills-based learning rather than just academic support [6] Group 3: Stock Performance and Valuation - Chegg's stock has decreased by 45.4% over the past three months, underperforming compared to the Zacks Internet - Software industry, the Zacks Computer and Technology sector, and the S&P 500 Index [7] - The stock is currently trading at a forward 12-month price-to-sales (P/S) ratio of 0.24, indicating a discount compared to industry peers [9] Group 4: Earnings Estimates - The Zacks Consensus Estimate for Chegg's 2026 bottom line has widened to a loss of 11 cents per share, reflecting a 466.7% year-over-year decline [11]

Core Insights - Caledonia (Private) Investments increased its stake in Coursera by purchasing 1,935,803 additional shares, raising its total position value to approximately $109.06 million as of the end of the third quarter 2025 [1][2] - Coursera's shares were priced at $8.41 as of December 4, 2025, remaining flat over the prior year and underperforming the S&P 500 by 13 percentage points [3][4] - The company has a market capitalization of $1.4 billion and reported trailing twelve months (TTM) revenue of $739.78 million, with a net income loss of $45.81 million [4] Investment Position - Caledonia's investment in Coursera now represents 1.8% of its 13F reportable assets under management (AUM) [3] - The fund's total position value increased from $64.63 million in the previous quarter to $109.06 million [2] Company Performance - Coursera has experienced a five-year revenue compound annual growth rate (CAGR) of 30%, but its sales growth rate has slowed to a 10% increase in the latest quarter [3][9] - The company operates an online educational platform that connects learners, educators, and organizations, offering a wide range of courses and professional certificates [5][8] Market Context - The investment by Caledonia is seen as a significant bet against the potential disruption of the online learning industry by artificial intelligence (AI) [9][11] - Despite the stock trading near its 52-week high at the time of purchase, it has since declined approximately 30%, potentially making it an attractive investment opportunity [10]