Software Engineer II - Enterprise AI Products

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.

About the Role

Travelers is seeking a Software Engineer II to join our organization as we grow and transform our Technology landscape. The 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. You will consult with users to determine hardware, software, or system functional specifications, manage interaction between systems and other technical support areas, and define technical requirements while 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 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 (LOB) 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 different hard problems every few months.

Applicants must be authorized to work for ANY employer in the U.S. The company does not sponsor or support H-1B petitions, TN, or Forms I-983/STEM OPT for this role.

Responsibilities

• 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—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.

Requirements

• Bachelor’s degree in computer science, a related STEM field, or its equivalent in education and/or work experience.
• 4 additional years of software engineering experience.
• 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 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 architecture, or LLM evaluation methods.
• Exposure to MCP server configurations or multi-agent frameworks.
• Intermediate delivery skills, including the ability to estimate accurate timelines for tasks and deliver work at a steady, predictable pace to achieve commitments.
• Contribution to software design strategy and methodologies to best meet system requirements, considering many use cases and avoiding over-engineering.
• Ability to deliver complete solutions but release them in small batches, identifying important tradeoffs and negotiating them.
• Demonstrated track record of domain expertise, including understanding technical concepts necessary for the role and awareness of industry trends.
• Willingness, cooperation, and concern for business issues and priorities, with in-depth knowledge of immediate systems and some knowledge of adjacent systems.
• Strong problem-solving skills, ensuring solutions are built for the long term and resolving new issues while learning from mistakes.
• Ability to break down large problems into smaller, manageable ones.
• Strong communication skills, including articulating information clearly, documenting work effectively, collaborating with team members, and offering/receiving feedback.
• Ability to take in vague requirements and ask clarifying questions.
• Intermediate leadership skills, including creating a safe environment for others to learn and grow, and a proven track record of self-motivation in identifying opportunities and tracking team efforts.

Skills

• Agile Methodology
• Full Stack Development
• Cloud Computing
• Test Driven Development (TDD)
• Code Reviews
• Prioritization
• Object-Oriented Programming Languages
• CI/CD
• Microservices Architecture
• API Integration
• Business Acumen
• Secure Coding Practices
• Software Design
• Git
• Time Management

Pay

The annual base salary range for this position is $120,400.00 - $198,700.00. The actual salary will be determined by factors such as the scope, complexity, and location of the role; 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.

Benefits

• Health Insurance: Employees and their eligible family members—including spouses, domestic partners, and children—are eligible for coverage from the first day of employment.
• Retirement: Travelers matches your 401(k) contributions dollar-for-dollar up to your first 5% of eligible pay, subject to an annual maximum. If you have student loan debt, you can enroll in the Paying it Forward Savings Program. When you make a payment toward your student loan, Travelers will make an annual contribution into your 401(k) account. You are also eligible for a Pension Plan that is 100% funded by Travelers.
• Paid Time Off: Start your career at Travelers with a minimum of 20 days Paid Time Off annually, plus nine paid company Holidays.
• Wellness Program: The Travelers wellness program includes tools, discounts, and resources to empower you to achieve your wellness goals and caregiving needs. Additionally, our mental health program provides access to free professional counseling services, health coaching, and other resources to support your daily life needs.
• Volunteer Encouragement: Travelers has a deep commitment to the communities we serve and encourages employees to get involved. We offer a Matching Gift and Volunteer Rewards program that enables you to give back to the charity of your choice.