Associate Director, Engineering

🕒 October 7

🇺🇸 United States – Remote

💵 $158.8k - $238.2k / year

⏰ Full Time

🟠 Senior

🖥 Software Engineer

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Logo of Castlight Health

Castlight Health

501 - 1000 employees

Founded 2008

💼 Consulting

🛡️ Insurance

📦 Logistics

Consulting • Insurance • Logistics

Castlight Health is a healthcare navigation company that offers a SaaS-based benefits and care navigation platform for employers, health plans, benefit consultants, and digital health partners. The company centralizes employees' health and wellbeing programs in a single digital hub, leveraging aggregated data, integrations, and machine learning alongside live Care Guides and clinical experts to drive engagement, improve preventive care, and reduce costs. Castlight partners with enterprise customers and payers to connect ecosystems of digital health vendors and deliver measurable outcomes such as increased screening, higher wellness visit rates, and medical spending reductions.

📋 Description

• Report directly to the VP of Engineering • Build and scale multiple engineering teams and services • Create GenAI and ML-powered consumer-grade experiences for healthcare navigation • Lead and grow engineering teams and recruit top-tier talent • Execute an aggressive and meaningful product roadmap • Partner with product, design, and architecture leaders to turn complex ideas and care journeys into simple user experiences • Own organizational outcomes and ensure technology is fast, accurate, and high-performing • Foster a culture of high-quality execution, continuous delivery, and accountability • Bring engineering-driven ideas to reality and own results end-to-end

🎯 Requirements

• Proven track record of leading multiple software engineering teams that have delivered complex, high-scale technology-enabled services • 8+ years of software development experience • 4+ years leading multiple engineering teams or managing managers • Deep experience architecting and maintaining high-availability, distributed systems and cloud-based services • Experience with Google Cloud Platform; AWS/Azure experience also acceptable • Proven expertise in modern SDLC practices, including CI/CD, automated testing, and agile development • Strong track record of recruiting and retaining senior talent • Comfort managing complex data workflows and modernizing legacy codebases without interrupting service • Ability to translate complex technical concepts into clear business strategy for non-technical stakeholders • Bachelor’s degree in Computer Science, Engineering, or equivalent practical experience

🏖️ Benefits

• Competitive salary and benefit package • Health coverage • Dental coverage • Vision coverage • Opportunity to lead a core pillar of the business and scale critical teams • Resume-building work • Mission-driven work improving healthcare access and experience

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