How the Best HR Leaders Evaluate Benefits

Rachel Winokur is the Founder and CEO of TailorCare, a leading provider of personalized specialty value-based care solutions that leverages predictive analytics, AI and proprietary datasets to guide patients through the most effective treatment pathways, improving outcomes for joint, back, and muscle conditions. Prior to founding TailorCare, Winokur was part of the founding team that launched Bright Health Group, a value-based healthcare company committed to managing population risk. She served as Chief Business Officer of Bright before serving as the CEO of NeueHealth, the risk-based primary care delivery, provider enablement, and network management company she created within Bright. She built her career in executive and leadership roles at Aetna, where she helped start the health plan’s population health management division, The Carlyle Group, as a healthcare investor, and at Datascope, a public medical device company she helped take private. Winokur has previously held positions at Bertelsmann and Goldman Sachs. She currently sits on the boards of Maven and TailorCare. She holds an MBA from Stanford University’s Graduate School of Business and a Bachelor of Science in Engineering with honors in both biomedical and electrical engineering from Duke University, where she was a National Science Foundation Fellow.

Lindsay Bower is a Senior Principal within the MercerWell practice at Mercer, with over 15 years of experience in the health management space. Prior to joining Mercer, Bower led initiatives aimed at improving clinical quality outcomes and processes within a large academic healthcare delivery system. She leads Mercer’s national team focused on employer strategies related to reproductive health, family building, and women’s health benefits, providing strategic expertise to organizations as they develop tailored benefit structures to meet specific organizational objectives. In addition to her work in reproductive health, Bower spearheads strategic well-being initiatives for organizations of all sizes, including multi-year strategy development, program design, vendor evaluation, and health management measurement. Working as a specialty resource alongside Mercer Health and Benefit leads, she advises clients on how to identify and design health improvement opportunities that deliver results. She holds a Master of Public Health with a concentration in Health Policy and Management from the University of Georgia, as well as a Master of Accounting and a Bachelor of Arts in Economics from the University of North Carolina-Chapel Hill. She resides in Atlanta with her husband and two young sons.

Katie Rooney is the Chief Financial Officer of Maven Clinic, a digital women’s and family health company. Previously, Rooney was Global Chief Financial Officer and Chief Operating Officer at Alight (NYSE: ALIT) and led its divestiture / carve-out from Aon, stood up its standalone infrastructure and global financial system, and partnered with the CEO to manage the successful $4.8 billion sale, including marketing, negotiating, and due diligence processes. She subsequently established the strategic rationale, performed due diligence, and managed financing for nine acquisitions and took the company public through a Special Purpose Acquisition Company (SPAC). Also, as P&L owner of the $1 billion Payroll and Professional Services business, she was instrumental in transforming it into a global structure with improved service quality, accelerated growth, and enhanced profitability, and established a succession plan, leading to the $1.2 billion sale of business to private equity at 10x EBITDA and 23x unlevered free cash flow. During her tenure with Aon, Rooney rapidly progressed through roles in Treasury / Capital Markets, Financial Planning and Analysis, Corporate Development, and ultimately as CFO of the $3 billion Aon Hewitt business. She started her career in Investment Banking with Morgan Stanley, where she was involved in all aspects of debt, equity, leveraged buyout transactions, and mergers and acquisitions, including due diligence, positioning, marketing, valuation, and transaction structuring.