Business Fortune
Healthcare is often a maze of complex systems, overwhelming choices, and unclear costs. Yet, under the leadership of Maeve O’Meara, Castlight Health is rewriting this narrative, offering a seamless, technology-driven, and personalized healthcare experience. As one of the Top 5 Women Entrepreneurs to Watch in 2025, O’Meara is driving Castlight Health forward with an unwavering commitment to innovation and accessibility, ensuring that millions can navigate their health journeys with confidence and clarity.
The Rise of Castlight Health: A Mission to Simplify Healthcare
Castlight Health emerged in 2008 with a bold mission—to make healthcare more transparent, accessible, and user-friendly. Harnessing the power of data and advanced technology, the company built a platform that bridges the gap between individuals and high-quality healthcare. By integrating billions of health data points, Castlight enables smarter decision-making, empowering people to find the right care at the right time.
With an unrelenting focus on simplification, Castlight Health has evolved over the years to become a leader in digital health navigation. The company’s ability to combine artificial intelligence, predictive analytics, and compassionate human support has revolutionized how people access and manage their healthcare, eliminating guesswork and reducing unnecessary costs.
The Visionary behind Castlight’s Success: Maeve O’Meara
At the helm of this transformation is Maeve O’Meara, a dynamic leader whose expertise in health benefits and digital innovation has redefined the industry. As CEO of Castlight Health, she has played a pivotal role in shaping the company’s strategic direction, leveraging cutting-edge technology to create a more connected, efficient, and patient-centric healthcare experience.
Since joining Castlight in 2010, O’Meara has held key leadership roles across product management, user experience, product analytics, and customer engagement. Her forward-thinking vision has not only positioned Castlight as an industry leader but has also earned her recognition as one of the most influential women entrepreneurs of 2025.
Maeve O’Meara’s passion for transforming healthcare stems from her belief that every individual deserves an easy, transparent way to access the care they need. Under her leadership, Castlight Health continues to break barriers, redefine industry standards, and set new benchmarks in digital health navigation.
Personalized Healthcare Solutions: Connecting People to Quality Care
In 2010, Castlight took a major step forward, offering members crucial insights into the cost and quality of healthcare services, including medical, prescription, vision, dental, and behavioral care. This transparency empowered individuals to make well-informed choices, allowing them to take control of their health like never before.
Recognizing the growing potential of machine learning, Castlight enhanced its platform in 2014, becoming one of the first digital health companies to offer hyper-personalized healthcare recommendations at scale. By analyzing patterns and predicting needs, Castlight provided members with tailored guidance, ensuring they received the most relevant and beneficial healthcare services.
Integrating Technology with Empathy
Understanding that healthcare is deeply personal, Castlight Health expanded its offerings in 2017 by acquiring Jiff, a move that further integrated high-touch support with its digital solutions. This merger created a holistic ecosystem where members could cultivate healthy habits while seamlessly accessing cost-effective, high-quality care.
But technology alone isn’t enough. Recognizing the need for human expertise, Castlight introduced a dedicated team of Care Guides in 2019—experienced professionals who offer personalized assistance in navigating healthcare’s complexities. These experts ensure that individuals feel supported, informed, and empowered throughout their healthcare journeys. Whether scheduling appointments, resolving billing issues, or finding the best providers, Castlight’s Care Guides bridge the gap between technology and compassionate care.
Leading the Future of Healthcare Navigation
Today, Castlight Health is an integral part of Apre Health, extending its impact across the healthcare ecosystem. The company’s innovative approach has transformed how millions engage with healthcare, lowering costs while improving outcomes. By continuously refining its platform, Castlight ensures that members receive seamless, intuitive, and stress-free healthcare experiences.
Castlight Health’s commitment to innovation, data-driven insights, and human-centered care has revolutionized the digital health space. By seamlessly blending advanced technology with compassionate support, the company ensures that individuals receive the care they need without unnecessary hurdles.
Meet the Visionary Leader
Maeve O’Meara is the Chief Executive Officer of Castlight Health, where she is responsible for the strategy and day-to-day operations and also serves on the Board of Directors. Maeve has been with Castlight since 2010 and was appointed as CEO in July 2019 after leading multiple functions within Castlight, including Product Management, User Experience and Product Analytics, and Customer Experience.
Maeve is an expert in health benefits, serves on the National Business Group on Health Cost Institute, and has been named a Top Digital Innovator by Employee Benefits News. She began her career at Bain & Company in Boston, MA, and holds an MBA from the Stanford Graduate School of Business and a BA from the University of Virginia.
