VP, HR – Technology & Operations Transformation

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.

Job Category

Human Resources

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

$191,000.00 - $307,900.00

Target Openings

1

What Is the Opportunity?

The VP, HR – Technology & Operations Transformation is a strategic leader and workforce architect responsible for shaping and executing the talent agenda that enables the enterprise technology and AI transformation. Reporting to the VP of HR for Technology & Operations, this role serves as a partner to senior Tech leaders and the Transformation Office, designing future-forward workforce strategies that integrate AI, evolving SDLC models, and human-machine collaboration.

The ideal candidate will possess an understanding of the technology landscape, demonstrated ability to lead large-scale organizational change, and the strategic fluency to design and deliver talent architectures that accelerate transformation.

• Deliver a multi-year workforce transformation roadmap aligned to the Technology and Operations strategy, including AI readiness, future skills, and new org models.
• Design and lead workforce architectures: role definitions, talent structures, skill taxonomies, leveling models, sourcing strategies, and global location optimization in partnership with Architecture, Data, and Tech leaders.
• Serve as a strategic talent partner to the Technology Transformation Office, Architecture Review Boards, and AI program governance bodies to align talent models with platform and delivery strategies.
• Develop and operationalize a comprehensive AI-talent framework: human-AI collaboration roles, reskilling pathways, and change adoption strategies across engineering, infrastructure, and operations functions.
• Lead with metrics: Establish and own talent transformation KPIs and report progress regularly to senior leadership.
• Challenge and elevate HR operating models by introducing modern ways of working, agile talent practices, and proactive HR-tech integration.
• Acts as a strategic HR Business partner across assigned business areas through the assisted development and execution of HR programs, policies, and solutions that help drive behaviors and attain business goals.
• Provides HR Generalist consultative support in the areas of Workforce Management, Organization Effectiveness, Performance Management, Employee Development/Talent Management, and Compensation.
• Other duties as assigned.

• BS/BA in Human Resources or related field preferred.
• MA/MS/JD/MBA or other equivalent advanced degree preferred.
• 10+ years of experience in workforce transformation, organizational design, or strategic HR roles, with significant exposure to technology or digital operating models.
• Demonstrated experience leading enterprise-level org redesigns, AI talent strategy, or workforce strategy in a tech-driven environment.
• Proven ability to act as a peer and thought partner to senior tech and business executives—not just a support resource.
• Deep understanding of software engineering, product delivery, agile, and AI-powered operating models.
• Highly data-literate: fluent in workforce analytics, organizational health metrics, and transformation KPIs.
• Demonstrated change leadership with ability to drive adoption, influence senior stakeholders, and deliver impact beyond HR boundaries.

What is a Must Have?

• Minimum of 7 years’ experience in human resources with significant experience in workforce transformation required.

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-