About The Position

Travelers is seeking a Director of Workday HCM Engineering & Intelligent Workforce Experiences to join our organization as we transform our HR Technology organization. This is an opportunity to do more than lead a team, it's a chance to define what great HR technology delivery looks like at scale. As a Director within HR Tech, you'll sit at the intersection of platform excellence, people leadership, and AI-driven innovation, guiding a team of engineers and configuration specialists who are shaping the systems that power the employee experience at Travelers. From aligning to engineering standards on the Workday platform to championing emerging AI capabilities that make every manager, employee, and candidate interaction smarter and more seamless, this role will lead the delivery of the future of HR people and product practices. If you're the kind of leader who builds high-performing teams with intention, who thrives when strategy and execution are both on your plate, and who sees HR technology not as a support function but as a competitive differentiator this role was built for you.

Requirements

  • Workday Platform Expertise: Demonstrated hands-on experience with Workday HCM, Financials, or Integrations (Studio, EIB, Orchestration), with the ability to guide architectural decisions, govern configuration standards, and translate complex business requirements into scalable, maintainable Workday solutions.
  • Team Leadership & Talent Development: Proven track record of building, coaching, and developing high-performing teams of Workday engineers and configuration specialists, fostering a culture of continuous learning, accountability, and career growth through mentorship, performance management, and skills development planning.
  • Delivery Excellence: Experience leading Agile delivery teams through full lifecycle Workday implementations, enhancements, and support, consistently driving on-time, high-quality outcomes while managing scope, dependencies, and stakeholder expectations across cross-functional programs.
  • Configuration & Engineering Standards: Ability to establish and enforce configuration governance, code quality standards, and engineering best practices across Workday tenants, including change control, testing rigor (unit, integration, regression), and documentation discipline to ensure platform stability and auditability.
  • AI & Emerging Technology Leadership : Experience identifying, piloting, and scaling AI-driven solutions within HR technology ecosystems, including agentic workflows, intelligent automation, and generative AI integrations, to deliver personalized, efficient employee, manager, and candidate experiences across platforms including Workday and enterprise systems such as Sana.
  • Cross-Functional Partnership & Stakeholder Engagement: Skilled at partnering with HR, Finance, and IT stakeholders to prioritize roadmap initiatives, align delivery capacity to business value, and serve as a trusted technical advisor who bridges the gap between platform capabilities and organizational needs.
  • 5 years of related experience; including insurance / financial services industry experience.
  • 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.
  • 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.

Responsibilities

  • Lead a team of Software Engineers and Business Systems Consultants by providing technical guidance, skill development and mentorship while modeling Travelers' leadership behaviors.
  • 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.
  • 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.

Benefits

  • Health Insurance
  • 401(k) matching
  • Pension Plan
  • Paid Time Off
  • Paid company Holidays
  • Wellness Program
  • Matching Gift and Volunteer Rewards program
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