Software Engineer II - Enterprise AI Products

Who Are We?

Taking care of our customers, our communities and each other. That’s the Travelers Promise. By honoring this commitment, we have maintained our reputation as one of the best property casualty insurers in the industry for over 170 years. Join us to discover a culture that is rooted in innovation and thrives on collaboration. Imagine loving what you do and where you do it.

Technology

Compensation Overview

The annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program, employees are also eligible for performance-based cash incentive awards.

Salary Range

$120,400.00 - $198,700.00

1

Travelers is seeking a Software Engineer II to join our organization as we grow and transform our Technology landscape. Individual will complete advanced end to end engineering tasks for specific system assignments including designing, developing, analyzing, configuring, testing, debugging, troubleshooting, documenting, health monitoring/alerting, and implementing based on user or system specifications, consulting with users to determine hardware, software or system functional specifications, managing interaction between the systems and other technical support areas and defining technical requirements and coordinating team resources to solve problems.

As a Software Engineer II for the Enterprise AI Products Value Stream within the Enterprise AI & Emerging Tech organization, you will have the opportunity to be an impactful member of a team leading change from day one. Engineers in this value stream work across the full arc of AI product delivery — from long-horizon strategic initiatives tackling complex, ambiguous problems where the path to production has yet to be defined, to hands-on field engagements that embed directly with Lines of Business to rapidly integrate enterprise AI platforms and prototype solutions at speed. You will partner with LOB stakeholders, product owners, architects, and platform teams to translate business problems into AI-powered capabilities that deliver measurable outcomes across the enterprise. This role is hands-on and delivery-oriented — ideal for an engineer who thrives on variety, moves fast, and finds energy in solving a different hard problem every few months.

What Will You Do?

• Design, build, and deliver AI-powered solutions across a range of engagement types — from sustained strategic initiatives requiring deep discovery and architecture work, to rapid field engagements focused on integrating LOB workflows with enterprise AI platforms and validating feasibility through working prototypes.
• Leverage enterprise AI capabilities including large language models, agentic workflows, cloud computing services (AWS/Azure), and container orchestration (Kubernetes) to solve complex, real-world business problems with a high degree of accuracy and speed.
• Lead application and solution design in partnership with architects, product owners, and LOB technical leads — translating ambiguous business problems into technically sound, implementable solutions with clear production intent from kickoff.
• Own delivery end to end — from scoping and design through development, handoff, and knowledge transfer — maintaining high standards for code quality and solution design at every stage.
• Actively engage with LOB stakeholders to understand not just the problem at hand, but adjacent challenges and emerging needs — surfacing field intelligence that informs the broader AI product roadmap and strategic investment decisions.
• Provide technical guidance and coaching to junior engineers on the team, serving as an informal technical lead within your team — setting the bar for code quality, solution design, and delivery standards without carrying formal management responsibility.
• Demonstrate subject matter expertise across multiple technology disciplines, serving as a credible technical resource for both LOB partners and internal engineering teams.
• Perform analysis, assessment and resolution for defects and incidents of advanced complexity and escalate appropriately.
• Perform other duties as assigned.

What Will Our Ideal Candidate Have?

Skills and Experiences:

• Proficiency in Python, with experience in additional languages such as JavaScript, TypeScript, or Java welcomed — particularly in candidates with backgrounds in enterprise AI integration.
• Hands-on experience with AWS and/or Azure cloud services.
• Experience with containerization and orchestration tools, including Kubernetes.
• Proficiency with RESTful APIs and microservices architecture.
• Experience with CI/CD tooling such as Jenkins or GitHub Actions.
• Experience designing and delivering agentic workflows, LLM integrations, or AI-powered automations.
• Demonstrated ability to work in agile, collaborative development environments.
• Strong communication skills — able to engage directly with non-technical business stakeholders and translate operational problems into technical solutions.
• Ability to clearly present technical concepts, solution designs, and project outcomes to both technical and non-technical audiences — including executive stakeholders, LOB partners, and cross-functional teams.

Preferred Qualifications:

• Experience with Terraform for infrastructure as code.
• Familiarity with MongoDB or comparable NoSQL data stores.
• Familiarity with Temporal or comparable workflow orchestration tools.
• Experience with prompt engineering, RAG architectures, or LLM evaluation methods.
• Exposure to MCP server configurations or multi-agent frameworks.

• Delivery - Intermediate delivery skills including the ability to estimate accurate timelines for tasks and deliver work at a steady, predictable pace to achieve commitments, contribute to the software design strategy and methodologies used to best meet the system requirements, consider and build for many different use cases, avoid over engineering, and ensure automation, deliver complete solutions but release them in small batches, and identify important tradeoffs and negotiate them.
• Domain Expertise - Demonstrated track record of domain expertise including understanding technical concepts necessary to do the job effectively and aware of industry trends, demonstrate willingness, cooperation, and concern for business issues and priorities, and possess in depth knowledge of immediate systems worked on and some knowledge of adjacent systems.
• Problem Solving - Strong problem solver who ensures solutions are built for the long term, is able to resolve new issues, recognizes mistakes using them as learning and teaching opportunities and consistently breaks down large problems into smaller, more manageable ones.
• Communication - Strong communicator who possesses the ability to articulate information clearly and concisely with the business, document work in a clear, easy to follow manner, collaborate well with team members as both a mentor and mentee, take in vague requirements and ask the right questions to ensure clarification, offer feedback appropriately and effectively, seek out and receives constructive criticism well, listen when others are speaking and make space for colleagues to share their thoughts.
• Leadership - Intermediate leadership skills with the ability to help create a safe environment for others to learn and grow as engineers and a proven track record of self-motivation in identifying opportunities and tracking team efforts.

What is a Must Have?

• Bachelor’s degree in computer science, related STEM field, or its equivalent in education and/or work experience.
• 4 additional years of software engineering experience.