Manager, Professional Services

Location: San Francisco, CA

Req #200347

Castlight Health is seeking an experienced manager with an operational background and successful track record of leading Professional Services or Implementation teams in high growth environments with large, complex enterprise customers. The Manager, Implementation will be responsible for leading a team of implementation managers that deliver customer launches of our software products.

The ideal candidate will have a history of successfully leading diverse professional services or implementation teams, implementing strategies and process to ensure high quality deployments of a complex product, and the ability to maintain relationships with leaders at customers under implementation.

Your team will include seasoned Implementation Managers who are responsible for the project management and technical configuration work for our customers.


  • Lead & grow a team of Implementation Managers that own customer delivery of Castlight’s services
  • Set the direction and drive operational excellence for the implementation management organization
  • Lead from the front and provide hands-on management and oversight for your teams and key customer implementations
  • Build & maintain KPIs, reporting, and operational management for customer implementations and team capacity for PS and leadership visibility
  • Provide executive sponsorship and build strong relationships with key customers, partners, and 3rd party vendors
  • Deliver regular executive briefings to senior leadership on customer implementations and PS priorities

Key Requirements

  • 5+ years of demonstrated management experience in an enterprise software environment (preferably SaaS) and delivering to large, complex enterprise customers
  • Experience managing an implementation team, including recruiting, training, staffing, and performance management for diverse staff
  • Proven, hands-on experience successfully implementing SaaS and/or enterprise software applications in complex, data rich environments; strong preference for experience in Healthcare and/or Wellness
  • Excellent people management skills with the ability to lead collaboration across functions and organizations
  • Ability to make tough decisions, to change and adapt quickly, while remaining focused on customers
  • Demonstrated ability to manage ambiguity and apply problem-solving skills to unique situations
  • Strong operational management, project management, consulting, and process improvement skills
  • Strong communication/presentation and negotiation skills
  • Based in San Francisco, 10 – 20% travel for onsite customer meetings

Our Values

One team. On a mission. Making things happen.

Diversity and Inclusion

The Castlight culture values and celebrates different backgrounds, perspectives, and points of view. We believe our diversity helps drive creativity and innovation. We strive to make everyone feel included, valued, and engaged; enable them to do their best work; and build their careers here at Castlight. That is why diversity and inclusion are more than just words to us. Rather, they are a commitment to a culture where employees feel respected and empowered to share their ideas and deliver the best results.

Learn more about our continuing commitment to diversity and inclusion.

About Castlight

Castlight is on a mission to make it as easy as humanly possible to navigate healthcare and live happier, healthier, more productive lives. Our health navigation platform connects with hundreds of health vendors, benefits resources, and plan designs, giving rise to the world’s first comprehensive app for all health needs. We guide individuals—based on their unique profile—to the best resources available to them, whether they are healthy, chronically ill, or actively seeking medical care. In doing so, we help companies regain control over rising healthcare costs and get more value from their benefits investments. Castlight revolutionized the healthcare sector with the introduction of data-driven price transparency tools in 2008 and the first consumer-grade wellbeing platform in 2012. Today, Castlight serves as the health navigation platform for millions of people and is a trusted partner to many of the largest employers in the world. We are headquartered in San Francisco, and can be found online at and on the New York Stock Exchange as CSLT.

Castlight Health provides equal employment opportunity (EEO) to all persons regardless of age, color, national origin, citizenship status, physical or mental disability, race, religion, creed, gender, sex, pregnancy, sexual orientation, gender identity and/or expression, genetic information, marital status, status with regard to public assistance, veteran status, or any other characteristic protected by federal, state or local law. In addition, Castlight Health will provide reasonable accommodations for qualified individuals with disabilities.

Castlight Health does not accept unsolicited assistance from recruitment search firms for employment opportunities. All resumes submitted by search firms to any employee at Castlight Health via email, the Internet or in any form and/or method without a signed search agreement on Castlight’s form in place ahead of time will be deemed the sole property of Castlight Health. In such cases, no fee will be paid or payable in the event the candidate is hired by Castlight as a result of the submission.