Senior Applied AI Data Scientist

About HealthCare.com

HealthCare.com is one of America's fastest-growing insurtechs — and we're on a mission that actually matters. We've combined advanced technology and data science to build smarter, more personalized health insurance products that cut through the confusion and put the right coverage in the hands of the people who need it. Less guesswork. Better decisions. Real outcomes.

We've helped millions of Americans find the right plan, raised over $200M, and built proprietary technology that's rewriting the rules of an entire industry.

If you're ready to do the most meaningful work of your career alongside a team that's genuinely fired up about it — welcome home.

About The Role

We are seeking a highly technical and pragmatic Senior Applied AI / Data Scientist to help scale AI-enabled systems, analytics workflows, and internal data applications across the organization.

This is not a traditional research-focused data science role. The ideal candidate is someone who can bridge business problems, analytics, engineering, and modern AI tooling to rapidly prototype and operationalize high-impact solutions.

What You'll Do

You will work closely with Data Engineering, Analytics, Product, and business stakeholders to

Build AI-assisted workflows and internal tooling

Prototype and productionize LLM-enabled applications

Develop scalable analytics and decision-support systems

Improve self-service data access safely and responsibly

Reduce operational burden through automation and intelligent systems

Help evolve internal governance and semantic consistency practices

The environment is fast-moving, ambiguous, and highly collaborative. Success in this role requires strong systems thinking, ownership mentality, technical versatility, and the ability to operate independently with limited oversight.

Who You Are

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• 5+ years of experience in Data Science, Analytics Engineering, Applied AI, ML Engineering, or related technical roles
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• Strong Python and SQL skills
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• Experience building production-facing data or AI systems
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• Experience working with LLMs, AI tooling, orchestration frameworks, RAG systems, or AI-enabled workflows
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• Ability to independently scope and execute ambiguous technical projects
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• Strong communication skills with technical and non-technical stakeholders
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• Experience working in cloud-based data environments
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• Strong systems thinking and debugging ability
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• Comfortable operating in fast-moving and evolving environments

Nice To Have

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• Experience with Snowflake, Airflow, dbt, AWS, or modern analytics stacks
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• Experience with vector databases, embeddings, semantic search, or knowledge systems
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• Exposure to healthcare, fintech, marketplace, or other regulated/sensitive data domains.
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• Experience building internal tooling or developer productivity systems
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• Startup or high-growth company experience
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• Experience working across Data Engineering and Analytics functions
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• Experience evaluating AI governance, safety, or operationalization concerns