Customer Success Director

Castlight Health

Customer Success Director overseeing client relationships and engagement strategies. Driving success in a healthcare technology company with a focus on retention and growth.

Posted 7/9/2026full-timeRemote • 🇺🇸 United StatesLead💰 $131,243 - $196,865 per yearWebsite

About the role

Key responsibilities & impact

Set the strategic vision for customer success across the organization, defining engagement models, success metrics, and client lifecycle frameworks.
Own relationships with the most strategically significant clients, personally engaging at the executive level on matters of program direction, escalation, and growth.
Lead design and continuous refinement of customer success infrastructure, including health scoring, QBR formats, and data-driven retention frameworks.
Partner with sales, clinical, and product leadership to align customer success strategy with enterprise commercial and product priorities.
Evaluate and drive adoption of technology and tooling that scales customer success capabilities across the team.
Lead customer success professionals, setting quality expectations, establishing team standards, and developing functional expertise.
Synthesize portfolio-level performance insights to advise senior leadership on client satisfaction, retention risk, and expansion opportunity.

Requirements

What you’ll need

Bachelor's degree required; 12+ years of experience in customer success strategy or enterprise account leadership in healthcare or health technology.
Deep expertise in designing and scaling customer success programs with direct accountability for retention and growth outcomes.
Exceptional executive relationship management and communication skills.
Strong analytical capability with experience building portfolio-level performance frameworks.
Expert knowledge of health plan, employer, or value-based care markets.
MBA or advanced degree preferred.

Benefits

Comp & perks

Health insurance
Retirement plans
Paid time off
Flexible work arrangements
Professional development

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

Customer Success Program DesignRetention Framework DevelopmentPerformance Metrics AnalysisData-Driven Decision MakingClient Lifecycle Management

Soft Skills

Communication SkillsStrategic Vision Setting

Certifications

Bachelor's DegreeMBA or Advanced Degree