AI Engineer – Agentic AI and Automaton

At Collective Health, we’re transforming how employers and their people engage with their health benefits by seamlessly integrating cutting-edge technology, compassionate service, and world-class user experience design.

We are looking for a seasoned Staff Engineer to lead the design and delivery of highly scalable, cloud-native backend, data, and AI systems with a strong focus on AI-driven automation and agentic workflows.

In this role, you will define the technical direction for the core TPA platform (Eligibility, Provider Data and others), enable intelligent, end-to-end workflows across systems, and drive the integration of AI into real-world business operations. You will operate at the intersection of backend architecture, data engineering, and applied AI, while mentoring engineers and influencing technical strategy across teams.

This is a hands‑on leadership role for someone who thrives in ambiguous, high-impact problem spaces and can translate emerging AI capabilities into production‑grade systems at scale.

• Set the technical vision and drive architecture for scalable, cloud-native backend, data, and AI systems
• Design and build API‑first and event‑driven systems supporting internal and external integrations (partners, EDI, downstream platforms)
• Lead development of high-throughput data pipelines (batch + streaming) powering operational workflows and AI use cases
• Design and implement AI‑driven automation and agentic workflows to reduce manual operations and enable intelligent decisioning
• Integrate LLM‑based capabilities (search, summarization, copilots, workflow orchestration) into core platform services
• Establish best practices for AI systems (prompting, evaluation, guardrails, observability, responsible AI)
• Build and evolve integration layers across APIs, events, and file‑based systems (including complex partner integrations)
• Improve data quality, validation, lineage, and real‑time visibility across critical business workflows
• Drive adoption of AI‑assisted development workflows (e.g., Cursor, Claude Code, Git Hub Copilot) to accelerate engineering velocity and delivery
• Partner with Product, Data, and Operations to translate complex workflows into scalable, intelligent systems
• Lead small but nimble teams, cross‑team initiatives, influencing technical roadmap and AI adoption and implementation strategy
• Mentor sr. engineers and technical leads, raising the bar on system design, data engineering, and AI adoption

• 10+ years of experience building scalable, distributed backend systems and platforms
• Strong expertise in Java/Spring Boot and/or Python, with deep understanding of microservices architecture
• Proven experience designing and operating integration‑heavy systems (APIs, event‑driven systems, partner integrations)
• Hands‑on experience with cloud‑native architectures and Implementation (AWS and/or GCP)
• Strong experience building data pipelines and data‑intensive systems (batch and/or streaming)
• Deep understanding of data engineering principles (data modeling, quality, lineage, observability)
• Experience working with complex data domains (e.g., transactional systems, EDI, or operational workflows)
• Hands‑on experience integrating AI/ML or LLM‑based capabilities into production systems
• Familiarity with RAG pipelines, embeddings, and vector‑based retrieval systems
• Solid understanding of event‑driven architectures (Kafka, queues, SQS) and distributed systems design
• Hands‑on experience using AI‑assisted development tools (e.g., Cursor, Claude Code, Git Hub Copilot) to accelerate development
• Strong understanding of AI‑augmented engineering workflows, including prompt‑driven development, testing acceleration, and iterative refinement
• Proven ability to lead cross‑team technical initiatives, influence architecture, and mentor senior engineers
• Strong communication skills with the ability to connect technical decisions to business impact

• Backend:
  Java / Spring Boot, Python
• Cloud: AWS, GCP
• Orchestration:
  Kubernetes, Docker
• Databases:
  PostgreSQL
• Frontend:
  React, Angular
• AI Tooling:
  Claude Code, Git Hub Copilot, Cursor, Gemini, and emerging AI…