Senior Software Engineer - Legal & Compliance (AI)

On site in Hartford, CT, this Senior Software Engineer role centers on GenAI solutions for Legal and Compliance within Travelers Corporate Technology. You will design, build, and deliver AI powered solutions while guiding technical direction across the team. The position offers a salary range of USD 139,400 to 230,000 per year and a benefits package that supports health, retirement, wellness, and community involvement.

Benefits

• Health Insurance
• Retirement
• Paid Time Off
• Wellness Program
• Volunteer Encouragement

Responsibilities

• Familiarity with AI use cases common to Legal and Compliance environments including contract analysis, eDiscovery, legal hold automation, regulatory research, and policy Q&A
• Advances and aligns the teams to enterprise standards and practices (AWS tag compliance, Semantic Versioning, API Governance compliance, Source code management, TDD, Code quality checks, Dependency management, Security and secrets management, Site reliability engineering)
• Implements and expands test automation providing direction and input into overall quality needs
• Demonstrates asset ownership and leadership of operational excellence
• Leads stakeholder conversations with partnership and understanding of business problems
• Communicates effectively and concisely with all team members and describes technology concepts in ways the business can understand their value
• Identifies learning opportunities and needs in connection with strategic imperatives for team members
• Takes the lead on directing and implementing solutions to moderately complex, loosely scoped problems that are aligned with team goals
• Delivers efforts both independently and by leading other team members
• Leads investigation and resolution efforts for critical, high impact problems, defects, and incidents
• Acts as a technology advocate, independently seeking opportunities where technology can be utilized to improve the business
• Provides technical guidance and mentorship while fostering a team environment
• Applies knowledge of current industry trends and techniques to formulate solutions within the context of assigned efforts
• Seeks opportunities to expand technical knowledge and capabilities
• Performs other duties as assigned

Requirements

• Hands-on experience building and deploying AI solutions end-to-end, including model integration, prompt engineering, Retrieval-Augmented Generation (RAG) architectures, and LLM orchestration frameworks (LangChain, LlamaIndex, or similar)
• Proficiency with AWS services commonly used in AI workloads — Bedrock, SageMaker, Lambda, S3, Step Functions, and API Gateway — to build scalable, event-driven AI solutions
• Proficiency with AI model APIs and SDKs (OpenAI, Anthropic, Azure OpenAI, AWS Bedrock) and experience evaluating, fine-tuning, or adapting foundation models for domain-specific use cases
• Experience designing and implementing AI agent workflows, including tool use, memory management, and multi-step reasoning patterns
• Ability to instrument AI systems with observability tooling to track model performance, drift, token costs, latency, and output quality in production
• Familiarity with prompt versioning, evaluation frameworks, and A/B testing strategies specific to generative AI systems
• Experience integrating AI capabilities into existing enterprise platforms and workflows (document management systems, case management tools, workflow automation) via APIs and microservices
• Deep understanding of data privacy and security controls specific to AI systems, including PII detection and masking, input/output filtering, and access-controlled knowledge bases
• Awareness of emerging AI governance frameworks and enterprise AI policy requirements, with the ability to build guardrails and audit trails into AI solutions from the ground up
• Proven record of collaborating on technical solutions with engineers at varying levels of knowledge
• Interest in sharing knowledge to build engineering talent and strength within a team
• Understanding and interest in applying engineering and industry best practices to technical solutions
• Domain expertise with the ability to develop business partnerships and influence priorities by aligning with current objectives and industry trends
• Problem solving skills that rely on data and proofs of concepts to create creative, measurable improvements
• Strong communication skills to describe technology concepts to business stakeholders and document initiatives clearly
• Advanced leadership skills with the ability to take action and influence team members

Technologies

• LangChain
• LlamaIndex
• AWS Bedrock
• SageMaker
• Lambda
• S3
• Step Functions
• API Gateway
• OpenAI
• Anthropic
• Azure OpenAI
• RAG architectures