Our leadership team is passionate about making healthcare as easy as humanly possible to navigate, in service of empowering healthcare consumers to live happier, healthier, and more productive lives.
Chief Executive Officer
Maeve is Chief Executive Officer at Castlight. Prior to this role, she served as Executive Vice President, Product and Customer Experience, and was responsible for our Product Management, User Experience and Design, User Engagement, Product Analytics, and Program Management teams. Previously, Maeve was a venture capital investor at Highland Capital Partners, where she focused on investments in healthcare IT and services and the consumer internet markets. Maeve began her career at Bain & Company, where she specialized in healthcare provider and consumer strategy. Maeve also spent time at Generation Health, where she led original product design and development. Maeve has an MBA from Stanford Graduate School of Business and a BA from the University of Virginia.
Siobhan Nolan Mangini
As President of Castlight, Siobhan is responsible for the oversight of the daily management of the organization, including finance, investor relations, facilities, and business operations. Prior to joining Castlight, Siobhan worked at Bain & Company, specializing in the health care and private equity practices. Siobhan began her career at the Kaiser Family Foundation as an investor responsible for managing the foundation’s endowment. Siobhan has an MBA from Stanford Graduate School of Business, MPA from the Harvard Kennedy School of Government and a BS from the Wharton School at the University of Pennsylvania.
Senior Vice President and Chief Financial Officer
Will Bondurant is a six-year veteran of Castlight Health with deep operational experience across the Company’s finance, product, and customer-facing functions, including serving as the lead sponsor of Castlight’s Anthem relationship since 2017. Will has held a number of leadership roles across the company, most recently serving as Vice President of Professional Services where he was responsible for client launches, including the successful migration of legacy wellbeing customers onto the Castlight health navigation platform. Concurrently, Will led the negotiation of Castlight’s new Anthem enterprise license agreement. Prior to joining Castlight, Will served as an analyst at McKinsey & Company focusing on healthcare delivery. Will holds a BA from the University of North Carolina.
Executive Vice President and Chief Operating Officer
An experienced healthcare operations leader and advisor, Helen is responsible for leading all aspects of operations at Castlight. Helen previously served as Chief of Staff at NewYork-Presbyterian, Brooklyn Methodist Hospital and held multiple operating roles at NewYork-Presbyterian Hospital, including Vice President of IT Strategy. Prior to that, Helen served as Director of Revenue Cycle Management at Montefiore Medical Center in New York and as a manager and consultant at Deloitte in their healthcare practice. Helen holds an MBA from Harvard Business School and a BA from Amherst College.
Chief Commercial Officer
Keith Reynolds brings 25 years of healthcare sales and customer success experience from related senior roles with CVS Health and Aetna Health, and over the last 11 years he has led highly successful employer- and health plan-focused sales organizations. Within CVS, Mr. Reynolds also led the commercialization of many of the company’s innovative digitally focused plan solutions and technology. Mr. Reynolds most recently served as vice president, enterprise health plans and market strategy at CVS Health. From 2008 to 2013, Mr. Reynolds held leadership roles at CVS Caremark, including vice president, health plans. Mr. Reynolds was a decorated sales executive at CVS as a seven-time member of CVS’s President’s Club, a two-time Strategic Sales Executive of the Year, and a recipient of the CEO Award. Prior to joining CVS, Mr. Reynolds held sales and marketing roles at Aetna, Inc., including serving as senior sales executive successfully growing and retaining business in the self-insured employer space. Mr. Reynolds holds a BS in Business Administration from Salisbury University.
Chief People Officer
Vicki Ryan is responsible for leading all aspects of human resources as Chief People Officer at Castlight Health, including talent management, compensation and benefits, training and development, change management, and employee engagement. She has held senior HR executive positions, both domestically and internationally, and at successful high-growth technology and services organizations, ranging from start-ups to Fortune 150 corporations. Among her past leadership roles, Vicki served as chief people officer at Jive Software, global vice president of people at LumaSense Technologies, vice president of people for Mercury Interactive, which was acquired by HP. Vicki holds a bachelor of science in business from San Jose State University.
Senior Vice President and General Counsel
Alex Shvartsman serves as Castlight’s General Counsel. Alex joined the company in 2013 and managed its commercial transactional practice along with key legal initiatives. Previously, Alex served as counsel to Korn/Ferry International and practiced business and IP litigation with Morrison & Foerster LLP. Alex holds a JD from UC Davis Law School and a BA from Stanford University.
Senior Vice President of Corporate Development
Matt oversees all corporate and business development at Castlight. Matt is a proven leader in digital health and has been working in healthcare since 2002. Previously, Matt served as Vice President of Strategy at Rally Health. Prior to that, Matt was at Prime Therapeutics, a pharmacy benefit manager serving 22 Blues plans and 28 million members. As their Vice President of Client Engagement, he was responsible for the strategic alignment, sales, and business performance between the company and its Blue Cross Blue Shield health plan partners. Before joining Prime, Matt held positions in Deloitte Consulting’s healthcare and life sciences practice and at Health Care Services Corporation (Blue Cross Blue Shield) in Chicago. Matt holds an MBA from Notre Dame and a BBA from Indiana University.