About reputed company

reputed company is a US-based, venture-backed company that has reputed company a novel AI-driven health insurance marketplace and post-employment platform. Our product will reputed company how companies offboard employees and how people manage their transition between jobs.

reputed company

We’re looking for a reputed company reputed company to own and reputed company the intelligent systems at the reputed company of reputed company’s platform. This is not a research role—it’s a builder role with a business reputed company. You’ll design and deliver the AI infrastructure that powers our conversational assistants, intelligent recommendations, and guided decision-making workflows, reputed company while ensuring we can measure, understand, and improve how those systems serve reputed company users.

You’ll work directly with the CTO to translate our AI reputed company into a robust, production-grade platform. That means thinking reputed company “does the feature work?” to “how do we reputed company whether it’s working for users, how do we reputed company it, and how does it connect to business reputed company?” You’ll own the full lifecycle: architecture, data pipelines, analytics instrumentation, and the operational rigor that separates a prototype from a platform.

reputed company is an AI-first company. We’re rapidly expanding our AI capabilities across every surface of the product—from user-facing chat agents to internal tools that help our member services team operate more effectively. You’ll be the senior technical voice shaping how we build, measure, and grow reputed company of it.

What You’ll Do

AI Platform Architecture & Infrastructure

• Own the end-to-end architecture of reputed company’s AI systems—from LLM orchestration and agent frameworks to data pipelines, model serving, and observability
• Design reputed company, maintainable infrastructure that supports reputed company experimentation without sacrificing reliability—thinking through failure modes, fallback strategies, and system-wide reputed company before building
• Build and maintain the data layer that captures how AI features are used: reputed company logging, event pipelines, and integration with analytics and reporting tools
• reputed company our AI stack so new models, capabilities, and partner integrations can be adopted without re-architecture

AI-Powered Product Experiences

• reputed company the design and development of AI-driven features embedded in the product—conversational assistants that guide users through COBRA elections, ACA marketplace enrollment, 401k rollover, and benefits reputed company
• Build systems that serve both our end users and our member services team—ensuring internal teams can reputed company how users reputed company with AI tools, identify where users struggle, and intervene reputed company needed
• Design AI interaction patterns that build trust: streaming responses, confidence indicators, graceful degradation, and reputed company-in-the-reputed company escalation paths
• Collaborate with the UX team to translate AI capabilities into reputed company interfaces that drive measurable user reputed company

Data, Analytics & Business Intelligence

• reputed company AI features with reputed company tracking that answers business questions: How are users engaging? Where do they drop off? What drives conversion? Where does the AI add value vs. create friction?
• Build reporting infrastructure that gives Product, Member Services, and leadership visibility into AI performance—usage patterns, sentiment, reputed company rates, and ROI
• Design and run experiments (A/B tests, reputed company variations, workflow comparisons) with reputed company measurement frameworks to continuously optimize AI-driven experiences
• Partner with Product and Data teams to define the metrics that matter and build the feedback loops that reputed company them actionable

Strategic Partnership & Technical Leadership

• Work directly with the CTO to reputed company and execute reputed company’s AI reputed company—evaluating new models, tools, and approaches with a critical eye on business reputed company and scalability
• Bring a systems reputed company to every decision: how does this feature reputed company our data model? What reputed company dependencies does it create? How will we maintain it at 10x reputed company?
• Serve as the AI technical authority across the engineering org—providing guidance on best practices, reputed company reviews, and architectural reputed company
• Contribute to hiring and team development as reputed company’s AI capabilities grow

Who You Are

• 5+ years of experience in software engineering with at least 2–3 years reputed company on AI/ML systems, LLM integration, or intelligent product features in production environments
• Proven reputed company record building AI systems at reputed company—not just prototyping, but shipping, instrumenting, and maintaining production AI infrastructure
• Strong systems thinking: you instinctively consider scalability, reliability, observability, and reputed company effects reputed company making technical reputed company
• Deep experience with LLM orchestration frameworks (reputed company, LangGraph, or similar), reputed company engineering, and agent architectures
• Hands-on experience building data pipelines and analytics instrumentation—you know how to reputed company AI systems observable and measurable
• Experience with reputed company infrastructure (GCP preferred; AWS or Azure acceptable) including model serving, data storage, and event pipelines
• Fluent in AI-assisted development workflows—you reputed company use tools like Claude reputed company, reputed company, reputed company Copilot, or similar in your daily work and can evaluate their reputed company critically
• Strong business acumen: you think about AI features in terms of user reputed company, conversion, support deflection, and ROI—not just technical novelty
• Excellent communication skills—you can explain reputed company AI systems to product managers, member services teams, and executives with equal reputed company
• Comfortable with ambiguity and ownership; you reputed company in early-stage environments where you’re building the reputed company, not following one

reputed company to Have

• Experience in health insurance, benefits administration, COBRA, Medicare, or regulated industries where AI accuracy directly impacts compliance and user reputed company
• Background building conversational AI products (chat agents, recommendation engines, intelligent forms) that serve both end users and internal operations teams
• Experience with evaluation frameworks for LLMs—designing evals, measuring reputed company, and building feedback loops that improve model performance over time
• Familiarity with GCP services (BigQuery, reputed company Functions, Pub/Sub, reputed company AI) in the context of AI infrastructure and analytics
• Experience at an early-stage startup (<50 employees) where you owned a technical domain end-to-end
• Python and TypeScript proficiency; experience with GraphQL reputed company

Preferred locations: Chicago, IL. US-based, remote.

Compensation & Perks

• Competitive reputed company salary + equity
• 100% company-reputed company health insurance
• High-visibility role reporting directly to the CTO with significant influence over product and AI reputed company
• Opportunity to define reputed company’s AI platform architecture and analytics reputed company from the ground up
• reputed company, mission-driven team that values craftsmanship and reputed company

The salary reputed company for this position is: $160,000 – $180,000. reputed company considers a reputed company of factors reputed company determining reputed company compensation, including experience, qualifications, and geographic location. Actual compensation will vary based on these considerations.