×
Register Here to Apply for Jobs or Post Jobs. X

Associate Director Engineering

Remote / Online - Candidates ideally in
Mission, Johnson County, Kansas, 66201, USA
Listing for: Castlight Health
Full Time, Remote/Work from Home position
Listed on 2026-03-01
Job specializations:
  • Engineering
    Software Engineer, AI Engineer, Systems Engineer
Salary/Wage Range or Industry Benchmark: 158804 - 238207 USD Yearly USD 158804.00 238207.00 YEAR
Job Description & How to Apply Below
Associate Director Engineering page is loaded## Associate Director Engineering locations:
US - Remote time type:
Full time posted on:
Posted 3 Days Agojob requisition :
M102617
** Job Description Summary
** 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.
** How will you make an impact & Requirements
**** Associate Director of Engineering
**** Who You Are:**
* ** An Impact-Driven Leader:
** You're the engineering leader who loves a successful launch and obsesses over how the tech your team builds actually works. You hear a complex target date and immediately start mapping out a path to beat it.
* ** Mission-Oriented:
** You come to work every day wanting to know that what you build matters - to users, to customers, and to the systems that help people get the care they need.
* ** A Navigator of Complexity:
** You can navigate the ambiguity of new technology and the complexities of data workflows. You walk the tightrope between business and tech, helping connect talent-rich teams to generate outcomes that make a difference.
* ** A Culture Builder:
** You know how to unblock people, drive an aggressive roadmap, and foster a unified culture of excellence across teams.
* ** Talent First:
** We believe in talent and drive over a perfect checklist. The only non-negotiable is this: you have a proven track record of leading multiple software engineering teams that have delivered complex, high-scale technology-enabled services.
*
* Who We Are:

** At Castlight, we’re making it as simple as humanly possible for people to navigate the complicated, often frustrating, world of healthcare. We partner with America’s largest employers and health plans, transforming employee benefits into a deeply personalized and guided journey for millions of users. What we build genuinely helps people live happier and healthier lives.

What You'll Do:
Reporting directly to the VP of Engineering, you’ll be responsible for a core pillar of the Castlight technology team - building GenAI and ML powered consumer grade experiences to power care navigation powered by Google Cloud Platform. We urge engineering-driven ideas and will rely on you to bring them to reality. You will have the autonomy to make a massive impact and own your results,  this role, you will:
* ** 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.
** Skills &

Qualifications:

**
* ** Engineering Leadership:
** 8+ years of software development experience with 4+ years leading multiple engineering teams or managing managers.
* ** Technical Scale:
** Deep experience architecting and maintaining high-availability, distributed systems and cloud-based services (We’re on GCP - but AWS/Azure experience fine).
* ** Operational Maturity:
** Proven expertise in modern SDLC practices, including CI/CD, automated testing, and agile development.
* ** Talent & Network:
** A strong track record of recruiting & retaining senior talent.
* ** Data & Complexity:
** Comfort managing complex data workflows and modernizing legacy codebases without interrupting service.
* ** Communication:
** The ability to translate complex technical concepts into clear business strategy for non-technical stakeholders.
*…
Position Requirements
10+ Years work experience
To View & Apply for jobs on this site that accept applications from your location or country, tap the button below to make a Search.
(If this job is in fact in your jurisdiction, then you may be using a Proxy or VPN to access this site, and to progress further, you should change your connectivity to another mobile device or PC).
 
 
 
Search for further Jobs Here:
(Try combinations for better Results! Or enter less keywords for broader Results)
Location
Increase/decrease your Search Radius (miles)

Job Posting Language
Employment Category
Education (minimum level)
Filters
Education Level
Experience Level (years)
Posted in last:
Salary