Title: Data & AI Engineer

Location: Fully remote

Company overview
Gain Life is where efficiency meets empathy in insurance. We streamline complex claims workflows into faster, clearer experiences for customers while freeing insurance professionals from repetitive tasks to deliver exceptional outcomes. Emerging from Harvard University's Innovation Lab and backed by MassMutual, General Catalyst, and insurance industry veterans, we're building the industry's most configurable and comprehensive solution for automating insurance workflows. We'd love to connect with curious and motivated individuals who want to help transform insurance while solving challenging problems in our open, remote-based environment.

What we’re looking for:
We are seeking a Data & AI Engineer who works at the intersection of business, data infrastructure, and AI. You'll design our data warehouse architecture, deliver actionable business insights, and build the data systems that power our business and AI-driven products. This role is perfect for someone excited about turning data into intelligence and building AI systems that actually work. For context, you'd be joining a small-ish team (~25 people) that moves fast, values excellence, collaboration, creative problem-solving, and has high expectations of one another.

Responsibilities:

• Data Warehouse & Analytics: Design and build our analytical data warehouse architecture. Create data models that support business intelligence and reporting needs. Develop insights and dashboards that drive strategic decisions across the organization.
• Data Infrastructure & Pipelines: Maintain the foundational data architecture including ETL pipelines and our core database. Ensure clean data flow from source systems, build real-time streaming capabilities, and create the reliable data foundation that feeds both our analytics and AI systems.
• AI Systems & Evaluation: Build and improve our AI-powered features. Develop evaluation frameworks to measure AI performance, accuracy, and reliability. Create testing pipelines that ensure quality before deployment. Implement monitoring systems to track AI behavior in production and identify areas for improvement.
• AI Context & Integration: Create the knowledge systems our AI features need to understand each client's unique situation. Build retrieval systems for instant access to relevant information, develop semantic search capabilities, and structure data so our AI can provide personalized, contextual responses.

Must-have Qualifications:

• At least (2) years of hands-on experience in data engineering or AI/ML engineering
• Strong data modeling and data warehouse design skills
• Experience building business intelligence solutions and delivering data-driven insights
• Strong Python skills and experience with modern AI frameworks (LangChain, LlamaIndex, or similar)
• Experience building data pipelines and working with SQL databases
• Hands-on experience with LLMs, prompt engineering, or building AI-powered applications
• Self-directed mindset with strong ownership mentality

Nice-to-have Qualifications:

• Experience with modern data warehouse platforms (Redshift, Snowflake, BigQuery)
• Experience with testing and evaluation of AI/ML systems
• Proficiency with BI tools (Tableau, Looker, QuickSight)
• Experience with AI evaluation frameworks and metrics
• Experience with vector databases (Pinecone, Weaviate, ChromaDB)
• Background in building RAG systems or conversational AI
• Experience with AWS data stack (Redshift, Glue, S3, Lambda)
• Knowledge of embedding models and semantic search

What We Offer:

• Work at the forefront of AI innovation building agents and intelligent systems that define the future of our product
• Flexible remote work environment with collaborative team culture
• Autonomy to experiment with the latest AI technologies and architect solutions from the ground up
• Clear growth trajectory to become our AI/Data technical leadDirect impact on product strategy through your AI innovations

To apply:
Please submit your application here on Wellfound, and additionally email 'info at gainlife.com' with your resume and why you think you'd be a great fit.

Thanks,

Sean (Co-founder)

p.s. Please no recruiters, no candidates not authorized to work in the U.S., and no contractors. We also ask that you please don't reach out directly to a member of our team about this opportunity over email, phone, or LinkedIn. Sorry, but these messages/submissions will not be replied to.