Director, Leave of Absence

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.

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

Target Openings

1

What Is the Opportunity?

The Director, Leave of Absence leads the team responsible for administering Travelers’ Leave of Absence (LOA) program, playing a primary role in setting the long-term vision and roadmap, owning vendor relationships, and building cross-functional partnerships that enable a compliant, efficient, and employee-centered leave experience. This role is critical in shaping how leave administration evolves with regulatory changes, business priorities, and emerging technology, including AI-driven innovation. A successful employee in this role combines compliance expertise with the ability to drive operational excellence, make data-driven decisions, and develop a high-performing team.

What Will You Do?

• In partnership with team leadership, set the strategic vision and roadmap for the Leave of Absence Administration team, ensuring the function stays ahead of regulatory changes, evolving business priorities, and shifting employee experience expectations.
• Drive technology adoption and innovation for the LOA function, including AI, to automate processes, improve compliance accuracy, and enhance the employee experience through emerging tools.
• Own the end-to-end AbsenceSoft vendor relationship, including system governance, release accountability, and ongoing optimization in partnership with HR Technology.
• Partner with Benefits and Legal to establish standards for policy interpretation, new state leave implementation, and ensuring administration aligns with leave program design.
• Establish and maintain cross-functional alignment with the Contact Center, Payroll, and Benefits Administration leadership, defining shared SLAs, escalation protocols, and feedback loops focused on quality and employee experience.
• Monitor third-party administrator performance, escalating systemic vendor issues to the Benefits team; serve as the primary LOA point of contact for concerns beyond individual case resolution.
• Leverage analytics and program insights to develop and present data-driven recommendations for program improvements to senior leadership.
• Provide direct people leadership to a team of LOA employees, driving team culture, development, performance management, and the overall training strategy.
• Perform other duties as assigned.

What Will Our Ideal Candidate Have?

• College degree in HR, business, or a related field.
• 7-10 years of experience in Operations, Customer Service and/or HR, preferably with some Leave of Absence-specific experience.
• Prior people leadership experience.
• Experience with AbsenceSoft or a comparable leave management platform.
• Expert analytical, problem solving, influencing, communications, leadership and project management skills.
• Thorough knowledge of general PC applications, including all aspects of MS Office Suite, HRIS systems and other HR software.
• Prior vendor management experience.
• Expert knowledge of at least one HR Operational function and a strong understanding of other HR Operational functions.
• Ability to work effectively with internal and external teams; ability to influence at all levels of the organization.
• Highly ethical and can maintain confidentiality.
• Strong understanding of the overall HR function and insurance industry.

What is a Must Have?

• Five years of either human resources, customer service or operations experience.
• Three years of people leadership 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 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.

To learn more about our comprehensive benefit programs please visit .