OSCAR HEALTH INC - CLASS A Business Summary

Oscar Health Inc. (OSCR) is a technology-driven health insurance provider that generates revenue primarily through premiums from its Individual and Family, Small Group, and Medicare Advantage plans, supplemented by investment income and its +Oscar technology platform fees. As of February 2026, the company has achieved record membership of 3.4 million, driven by its cloud-native stack and agentic AI features that optimize member engagement and operational efficiency. For the full year 2026, Oscar has issued aggressive revenue guidance of $18.7–$19.0 billion, targeting a return to profitability following a strategic reset in 2025. The company competes directly with legacy payers such as UnitedHealth Group, Centene, Molina Healthcare, and Cigna, positioning itself as a high-growth challenger brand that has captured a significant 30% footprint market share in the ACA individual exchange market. Leadership is anchored by CEO Mark Bertolini, the former Chairman and CEO of Aetna and co-CEO of Bridgewater Associates, who joined in 2023 to scale the company toward sustainable earnings. The founding team remains integral, with co-founder Mario Schlosser serving as President of Technology and CTO, and co-founder Joshua Kushner, founder of Thrive Capital, serving as Vice Chairman. Financial operations are led by CFO Scott Blackley, formerly of Capital One, while the board is chaired by Jeffery H. Boyd, the former CEO of Booking Holdings. Oscar is backed by a high-pedigree investor base including Thrive Capital, General Catalyst, Founders Fund, and Khosla Ventures, reflecting its dual identity as both a regulated insurer and a Silicon Valley-originated technology platform.