Associate Director, Engineering

Vera Whole Health

2d•$158,804 - $238,207

About The Position

At Castlight, we are looking for an Associate Director of Engineering to lead a core pillar of our technology team. Reporting directly to the VP of Engineering, you will be responsible for building and scaling multiple engineering teams and services to create GenAI and ML-powered consumer-grade experiences designed to simplify the complex world of healthcare navigation. We are seeking a mission-oriented "navigator of complexity" who can recruit top-tier talent, drive aggressive product roadmaps, and operate in the sticky-nuanced world of healthcare access.

Requirements

8+ years of software development experience with 4+ years leading multiple engineering teams or managing managers.
Deep experience architecting and maintaining high-availability, distributed systems and cloud-based services (We’re on GCP - but AWS/Azure experience fine).
Proven expertise in modern SDLC practices, including CI/CD, automated testing, and agile development.
A strong track record of recruiting & retaining senior talent.
Comfort managing complex data workflows and modernizing legacy codebases without interrupting service.
The 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.

Responsibilities

Lead and Grow: Support and scale multiple engineering teams, recruiting top-tier talent to execute on an aggressive and meaningful product roadmap.
Execute the Vision: Partner closely with product, design, and architecture leaders to turn complex ideas and care journeys into simple user realities.
Modernize and Scale: Own the outcomes of your organization, ensuring the technology you oversee is fast, accurate, and high-performing.
Foster Excellence: Cultivate a culture of high-quality execution and continuous delivery where accountability is everything.