Leadership Overview
Oscar Health has 10 executives leading key functions including strategy, marketing, finance, operations, technology, and medical services.
Focused on transforming the insurance landscape, Oscar Health delivers technology-driven health plans and value-based care platforms to improve member outcomes across the United States.
Focused on transforming the insurance landscape, Oscar Health delivers technology-driven health plans and value-based care platforms to improve member outcomes across the United States.
Leadership Roles at Oscar Health
Mark Bertolini - Chief Executive Officer
Mark Bertolini, the Chief Executive Officer at Oscar Health, directs the overarching corporate strategy and long-term vision for the organization. By prioritizing the integration of technology into health insurance, the Chief Executive Officer drives the shift toward value-based care models across the United States. Mark Bertolini oversees the alignment of internal departments with the mission of simplifying the healthcare experience for individual and small group markets. This leadership role involves constant engagement with the Board to ensure financial sustainability and operational excellence. Through the deployment of the +Oscar platform, the Chief Executive Officer expands the reach of digital health solutions to providers and payors nationwide. By fostering a culture of innovation, the Chief Executive Officer ensures the company maintains a competitive edge in the insurance sector. Ultimately, Bertolini secures the future growth of the enterprise through disciplined execution and strategic market positioning.
Scott Blackley - Chief Financial Officer
Scott Blackley, the Chief Financial Officer at Oscar Health, manages the fiscal health and capital allocation strategies for the organization. Overseeing financial planning, reporting, and investor relations, the Chief Financial Officer ensures the company maintains a robust balance sheet while scaling operations in the United States. Scott Blackley directs the financial modeling for health plans and the +Oscar technology platform to support sustainable growth. This leadership role involves coordinating with the executive team to evaluate investment opportunities and reinsurance products that mitigate risk. By maintaining rigorous financial controls, the Chief Financial Officer provides the necessary stability for the company to innovate within the insurance sector. Blackley monitors economic indicators and market shifts to adjust fiscal policies accordingly. Through precise financial oversight, the Chief Financial Officer enables the organization to meet its obligations to members and shareholders while pursuing aggressive expansion targets in the competitive healthcare market.
Cornelia Miller - Senior Vice President, Deputy Chief Financial Officer
Cornelia Miller, the Senior Vice President, Deputy Chief Financial Officer at Oscar Health, supports the financial operations and accounting functions of the organization. Overseeing the day-to-day fiscal management, the Senior Vice President, Deputy Chief Financial Officer ensures compliance with regulatory standards in the United States insurance market. Cornelia Miller manages the internal audit processes and financial reporting cycles that underpin the company's transparency. This role involves working closely with the finance department to optimize cash flow and manage the costs associated with health plan administration. By providing detailed financial analysis, the Senior Vice President, Deputy Chief Financial Officer assists in the evaluation of the +Oscar platform's profitability. Miller contributes to the development of long-term financial strategies that support the company's growth objectives. Through meticulous attention to fiscal detail, the Senior Vice President, Deputy Chief Financial Officer ensures the organization maintains the financial integrity required to serve its members effectively.
Joseph Leach - Market President
Joseph Leach, the Market President at Oscar Health, directs the regional operations and growth strategies for specific geographic territories in the United States. Overseeing the performance of health plans within these markets, the Market President ensures that the company meets local regulatory requirements and member needs. Joseph Leach manages relationships with local providers to facilitate the adoption of value-based care models. This role involves analyzing regional market data to identify opportunities for expanding the reach of the +Oscar platform. By coordinating with the national leadership team, the Market President aligns local initiatives with the overall corporate mission. Leach monitors the competitive landscape to adjust operational tactics and improve service delivery. Through effective regional management, the Market President drives member acquisition and retention in key areas. This leadership role is essential for maintaining the company's operational footprint and ensuring that health insurance products remain accessible and effective for diverse populations.
Lia Rodriguez - Health Chief & Officer & Group President, Oscar Medical
Lia Rodriguez, the Health Chief & Officer & Group President, Oscar Medical at Oscar Health, directs the clinical strategy and medical operations for the organization. Overseeing the delivery of care through the Oscar Medical division, the Health Chief & Officer & Group President, Oscar Medical ensures that health plans provide high-quality outcomes for members. Lia Rodriguez manages the integration of clinical services with the +Oscar technology platform to enable value-based care. This role involves collaborating with healthcare providers to improve patient experiences and reduce costs across the United States. By setting clinical standards, the Health Chief & Officer & Group President, Oscar Medical ensures that the company's medical offerings remain competitive and effective. Rodriguez monitors health trends to adapt clinical programs to the changing needs of the population. Through expert medical leadership, the Health Chief & Officer & Group President, Oscar Medical supports the company's mission to simplify healthcare and improve overall member health.
Matthew Choffin - Market President
Matthew Choffin, the Market President at Oscar Health, oversees the operational execution and strategic development of health insurance markets in the United States. Focusing on the expansion of the +Oscar platform, the Market President drives the adoption of value-based care among local providers. Matthew Choffin manages the performance of regional health plans, ensuring that service delivery meets the company's high standards for member satisfaction. This role involves navigating the complexities of local insurance regulations and competitive dynamics to secure market share. By analyzing regional data, the Market President identifies specific opportunities for growth and operational improvement. Choffin coordinates with the national leadership team to ensure that regional strategies support the broader corporate objectives. Through proactive market management, the Market President strengthens the company's presence and ensures that health insurance products are effectively deployed to meet the needs of individual and small group markets across the assigned territories.
Kristen Prestano - Chief Marketing Officer
Kristen Prestano, the Chief Marketing Officer at Oscar Health, architects the brand identity and customer acquisition strategies for the company. Overseeing all national marketing initiatives, the Chief Marketing Officer ensures that the value proposition of health plans reaches target demographics in the individual and small group markets. Kristen Prestano manages the communication of complex insurance products to ensure clarity and accessibility for all members. This role requires close collaboration with product teams to align messaging with the technological advancements of the +Oscar platform. By analyzing market trends and consumer behavior, the Chief Marketing Officer optimizes outreach efforts to drive enrollment growth across diverse geographic regions. Prestano maintains brand consistency while adapting to the evolving regulatory landscape of the United States insurance industry. Through data-driven campaigns, the Chief Marketing Officer strengthens the market presence of the organization and supports long-term member retention goals.
Isabel Arbues - Chief of Staff
Isabel Arbues, the Chief of Staff at Oscar Health, coordinates the operational priorities and strategic initiatives of the executive office. Facilitating communication between the C-suite and various departments, the Chief of Staff ensures that organizational goals remain aligned with the mission of providing technology-driven health insurance. Isabel Arbues manages complex projects that span across the +Oscar platform and core insurance business units. This role involves preparing the leadership team for critical decision-making processes and tracking the progress of key performance indicators. By streamlining internal workflows, the Chief of Staff enhances the efficiency of the executive team in addressing market challenges. Arbues supports the implementation of corporate policies that define the company's presence in the United States. Through proactive management of the executive agenda, the Chief of Staff enables the organization to execute its strategic vision with precision and speed, ensuring that all functional areas operate in harmony.
Madhavan Thirumalai - Advisor To Chief Technology Officer
Madhavan Thirumalai, the Advisor To Chief Technology Officer at Oscar Health, provides technical guidance on the development and scaling of the +Oscar platform. Overseeing the integration of advanced software solutions, the Advisor To Chief Technology Officer ensures that the company maintains a technological advantage in the insurance industry. Madhavan Thirumalai evaluates emerging technologies to enhance the digital experience for providers and payors. This role involves collaborating with engineering teams to optimize the infrastructure supporting value-based care initiatives across the United States. By identifying potential technical risks and opportunities, the Advisor To Chief Technology Officer supports the long-term stability of the company's digital assets. Thirumalai assists in the alignment of technical roadmaps with the broader business objectives of the organization. Through deep technical expertise, the Advisor To Chief Technology Officer enables the company to deliver innovative health insurance products that meet the evolving needs of the modern healthcare market.
Rebecca Krouse - Executive Vice President & Chief People Officer
Rebecca Krouse, the Executive Vice President & Chief People Officer at Oscar Health, leads the human resources strategy and organizational development for the company. Overseeing talent acquisition, employee engagement, and corporate culture, the Executive Vice President & Chief People Officer ensures that the workforce remains aligned with the mission of transforming healthcare. Rebecca Krouse designs programs that foster innovation and professional growth across all departments. This role involves managing the human capital requirements necessary to support the expansion of the +Oscar platform and insurance operations in the United States. By implementing effective performance management systems, the Executive Vice President & Chief People Officer drives organizational efficiency and employee retention. Krouse collaborates with the executive team to ensure that the company attracts top-tier talent capable of navigating the complexities of the insurance industry. Through strategic workforce planning, the Executive Vice President & Chief People Officer builds the foundation for the company's long-term success.
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