Director, Software Engineering (DevOps)

Company: Travelers
Location: Saint Paul
Posted on: January 26, 2026

Job Description:

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 160 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. 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 $139,400.00 – $230,000.00 Target Openings 1 What Is the Opportunity? Travelers is seeking a Director of Software Engineering to join our organization as we grow and transform our Technology landscape. Individual will complete advanced software end to end engineering tasks that span many parts of a system including designing, developing, analyzing, configuring, testing, debugging, troubleshooting, documenting, health monitoring/alerting, and implementing based on user or system specifications. Individual will also consult with users to determine hardware, software or system functional specifications, manage the effective use of resources, act as subject matter expert across multiple applications, systems and technologies, leverage technical and business knowledge to drive the planning and execution of complex initiatives, participate in the design/ development process, and provide technical leadership, while leading a team of SWE. What Will You Do? Lead a team of Software engineers by providing technical guidance and mentorship while modeling Travelers’ leadership behaviors. Lead migration of existing Jenkins pipelines Direct complex design, development, analysis, configuration, testing, debugging, troubleshooting, documenting, health monitoring/alerting, and implementation based on user or system specifications for impactful and high-visibility tasks. Leverage data and analytics to identify pipeline improvement opportunities, including ways to increase efficiencies, quality, security and overall maturity Drive the strategy on how we can use GenAI to modernize our DevOps platform and pipelines Lead investigation and resolution efforts for critical, high impact problems, defects, and incidents. Seek opportunities where technology can be utilized to improve the business and provide more efficient processes. Apply knowledge of current industry trends and techniques to formulate solutions for software engineering problems. Perform other duties as assigned. What Will Our Ideal Candidate Have? 5 years of related experience; including insurance / financial services industry experience. Expertise in CI/CD pipelines, automation frameworks, and modern DevOps tooling (GitHub, GitHub Actions, Jenkins and/or ArgoCD) Strong infrastructure and cloud platform knowledge (examples: OCF, AWS serverless, EKS/ECS, RDS) Data analytics capabilities for metrics-driven pipeline optimization Experience with AI technologies and their application to development workflows (examples: Bedrock, MCP, Claude, CoPilot) Knowledge of ML Ops practices and platform requirements (Databricks, Sagemaker) Understanding of enterprise SDLC processes and software delivery best practices Vendor and contract management experience Excellent stakeholder management and cross-functional collaboration skills Strategic vision development and execution Strong communication skills for technical and non-technical audiences Demonstrated experience implementing current technology trends and techniques (e.g., cloud-based solutions leveraging microservices). Interprets internal/ external business challenges and recommends best practices to improve SDLC processes. Delivery – Advanced delivery skills including the ability to determine the software design strategy and methodology to be used for efforts, use automated tests, analysis, and informed feedback loops to ensure the quality and production readiness of work before release, monitor the health of work efforts and that of adjacent systems. Domain Expertise – Demonstrated track record of domain expertise including the ability to develop business partnerships and influence priorities by identifying solutions that are aligned with current business objective and closely follow industry trends relevant to domain, understanding how to apply them, and sharing knowledge with coworkers. Problem Solving – Strong problem solver who utilizes data and proofs of concepts to find creative solutions to difficult problems, reflects on solutions, measuring their impact, and uses that information to ideate and optimize. Also adept at making decisions that involve a significant number of factors with broad implications. Communication – Strong communicator who possesses the ability to describe technology concepts in ways the business can understand, document initiatives in a concise and clear manner, collaborate effectively with teammates and others regardless of role, quickly extract core issues from discussions and meetings, give and receive constructive feedback, offer help when asked, and ensure everyone has a chance to share their thoughts and are heard; an attentive and empathetic listener. Leadership – Advanced leadership skills with the ability to take action even when there is no clear owner, inspire and motivate others, and be effective at influencing team members. What is a Must Have? Bachelor’s degree in computer science, related STEM field, or its equivalent in education and/or work experience. 6 additional years of software engineering experience. What Is in It for You? 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 is comprised of tools, discounts and resources that empower you to achieve your wellness goals and caregiving needs. In addition, our mental health program provides access to free professional counseling services, health coaching and other resources to support your daily life needs. Volunteer Encouragement: We have a deep commitment to the communities we serve and encourage our employees to get involved. Travelers has a Matching Gift and Volunteer Rewards program that enables you to give back to the charity of your choice. Employment Practices Travelers is an equal opportunity employer. We value the unique abilities and talents each individual brings to our organization and recognize that we benefit in numerous ways from our differences. In accordance with local law, candidates seeking employment in Colorado are not required to disclose dates of attendance at or graduation from educational institutions. If you are a candidate and have specific questions regarding the physical requirements of this role, please send us an email so we may assist you. Travelers reserves the right to fill this position at a level above or below the level included in this posting.

Keywords: Travelers, Saint Cloud , Director, Software Engineering (DevOps), IT / Software / Systems , Saint Paul, Minnesota