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Senior Technical Architect – AI (Agentic Systems) Location: Chicago, IL (Preferred) Work Model: Hybrid – 4 days in office, 1 day remote Reports To: Head of Innovation & AI About Tokio Marine HCC Tokio Marine HCC (TMHCC) is a global specialty insurance leader known for financial strength, underwriting excellence, and an unwavering commitment to innovation. Backed by the Tokio Marine Group, we combine deep industry expertise with forward-thinking technology to deliver outstanding solutions to clients worldwide. We are investing significantly in next-generation AI capabilities to modernize operations, accelerate decision-making, and transform how value is delivered across our diverse portfolio of specialty insurance businesses. Joining TMHCC means becoming part of a high-performance culture that values integrity, collaboration, continuous improvement, and responsible innovation. Position Summary We are seeking a Senior Technical Architect – AI (Agentic Systems) to serve as a foundational leader in TMHCC’s next phase of enterprise AI adoption. This role is central to defining and implementing the technical strategy, architecture, and scalable infrastructure required to deploy intelligent, agent-driven systems across the organization. This individual will not only own the architectural blueprint for TMHCC’s agentic AI landscape but will also build and lead a small engineering team responsible for developing reusable components, frameworks, and system integrations. This work will accelerate AI adoption across multiple business units and drive measurable impact on underwriting, claims, operations, and enterprise efficiency. You will act as the senior technical authority for AI engineering—balancing hands-on development, experimentation, and prototyping with high-level architectural leadership, governance alignment, and cross-enterprise stakeholder engagement. Key Responsibilities Architectural Leadership Define the enterprise architecture for agentic AI systems, including orchestration frameworks, multi-agent systems, integration patterns, and scalability standards. Establish technical standards for security, compliance, observability, and monitoring of AI agents in alignment with TMHCC enterprise and regulatory requirements. Evaluate build-versus-buy strategies for agent frameworks, orchestration layers, and platform components. Team Leadership & Development Hire and lead a team of 2–3 AI software developers focused on reusable enterprise assets (agent frameworks, knowledge stores, connectors, microservices). Provide mentorship, conduct code reviews, and enforce best practices in AI, ML, and software engineering. Foster a culture of innovation, rapid experimentation, and responsible AI development. Hands-On Delivery Design and implement reference architectures, prototypes, and production-ready agentic AI solutions. Collaborate with Innovation, IT, Cybersecurity, and business teams to integrate AI systems into existing workflows, data sources, and technology stacks. Develop a central library of AI assets (prompt templates, connectors, adapters, orchestration logic, reusable services). Strategic Enablement Serve as a thought leader on agentic AI, multi-agent orchestration, and emerging cognitive architectures. Influence enterprise AI strategy, ensuring architectures support scalability across 12 business units globally. Partner with Legal, Compliance, and Cybersecurity to shape responsible AI guardrails and governance models. Qualifications Required 10+ years of experience in software architecture, with 5+ years specializing in AI/ML engineering or intelligent automation. Deep expertise with LLM integration and agentic frameworks (e.g., LangChain, LlamaIndex, AutoGen, CrewAI). Strong experience deploying AI/ML systems in cloud environments (Azure, AWS, GCP). Advanced knowledge of API design, microservices, and system integration patterns. Proven ability to lead technical teams and build scalable enterprise solutions. Excellent communication skills, with the ability to influence executives and partner across technical and non-technical domains. Preferred Experience in insurance, financial services, or other regulated industries. Familiarity with enterprise data governance, cybersecurity, and compliance frameworks. Exposure to reinforcement learning, multi-agent systems, or advanced AI research. Track record building shared platforms or assets supporting federated business units. What We Offer Opportunity to be a founding architect in TMHCC’s enterprise AI evolution. Ability to shape and lead a high-impact AI engineering team. Access to cutting-edge tools, vendors, research partnerships, and emerging technologies. Competitive compensation, benefits, and long-term growth opportunities within a global specialty insurance leader. Why Join TMHCC? You will be at the forefront of enterprise AI adoption in a global organization. You’ll influence decisions that shape the future of our technology and operational landscape. You’ll solve meaningful challenges within regulated, high-impact environments. You’ll work with a collaborative, forward-thinking team committed to responsible innovation. Tokio Marine HCC is a member of the Tokio Marine Group, a global company with a long history of financial strength and stability. TMHCC is an Equal Opportunity Employer and does not discriminate on the basis of race, color, religion, national origin, gender, sexual orientation, age, disability, marital status, veteran status, or other protected characteristics. For more information, visit www.tmhcc.com. Your success is our priority. In a world that is rapidly changing, TMHCC enables you to take on opportunities with confidence. At Tokio Marine HCC, we pride ourselves on hiring the smartest, most conscientious people, who want to make a difference no matter their background. And then we give them the support and trust they need. We’re always looking for curious, creative transformative thinkers who want to change the status quo and have a passion for doing the right thing. If this is you, then we want you on our team.