The Travelers Companies, Inc

Senior Director, Strategic Initiatives & Organizational Change Management

The Travelers Companies, Inc • $126K — $208K *
Hartford, CT 06106In-Person
Enterprise Technology
5 - 7 years of experience
Today
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Job Overview by Ladders

Qualifications

  • Bachelor's degree in a related field.
  • 7 years of project management experience.
  • 2 years of management experience with project teams.
  • Experience with multi-year technology strategies and roadmaps.
  • Strong organizational and communication skills.
  • Ability to lead and inspire teams in a collaborative environment.
  • Deep understanding of business intelligence and analytics.

Responsibilities

  • Partner with leaders to drive strategic planning and alignment across AI initiatives.
  • Lead analysis and strategy development for future AI capabilities.
  • Establish engagement models for planning and resource allocation in support of AI priorities.
  • Build management information reporting functions to inform strategy and demonstrate value delivery.
  • Act as an OCM subject matter expert guiding business leaders through technology adoption.
  • Develop tailored strategies to prepare the organization for AI transformation.
  • Design learning programs that enhance enterprise-wide AI fluency.

Benefits

  • Health insurance for employees and eligible family members starting from day one.
  • 401(k) matching contributions dollar-for-dollar up to 5% of eligible pay and a fully funded pension plan.
  • Minimum of 20 days Paid Time Off annually plus nine paid holidays.
  • Wellness program including mental health support and health coaching.
  • Encouragement and resources for volunteering and community service.
Full Job Description
Job Category

Technology

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
$126,500.00 - $208,700.00

Target Openings

1

What Is the Opportunity?

The Senior Director, Strategic Initiatives & Organizational Change Management is a key leadership role responsible for driving holistic strategic planning and enterprise-wide change management within the AI & Emerging Technology organization with lens on stakeholders and business outcomes. This role partners with the value stream leaders and business units to develop and refine AI and ET strategies, manage the people side of technology-driven change, and ensure successful adoption of new capabilities. The individual in this role brings deep expertise in both OCM methodologies and strategic planning, serving as a thought leader who builds organizational capability, accelerates AI readiness, and translates emerging technology vision into actionable execution.What Will You Do?

Strategy & Planning
  • Partner with leaders across the AI & ET organization and multiple lines of business to drive holistic strategic planning, ensuring alignment and integration across AI capability development and broader strategy & business planning activities.
  • Lead macro business analysis, strategy development and refinement, articulation of future AI and emerging technology capability needs, and assessment of conceptual ideas that feed into strategic execution.
  • Establish an engagement model with value stream leaders to drive more robust planning, initiative prioritization, resource planning, and strategic roadmap development in support of AI and ET priorities.
  • Build out management information reporting and planning functions to inform departmental planning, strategic decision making, and demonstrate organizational impact and value delivery.


OCM Thought Leadership & Change Adoption
  • Act as a subject matter expert in OCM, providing strategic guidance to business leaders navigating the organizational and cultural shifts associated with AI and emerging technology adoption.
  • Implement and embed the Travelers OCM framework consistently across the organization, ensuring AI and ET-driven changes are effectively managed and business goals are met.
  • Work closely with stakeholders at all levels to assess change impacts, manage expectations, and develop tailored strategies that prepare the organization for successful AI transformation.
  • Proactively identify risks to change initiatives and develop mitigation strategies that account for the unique dynamics of emerging technology implementation.
  • Champion responsible and human-centered approaches to AI adoption, helping employees and leaders build confidence and capability alongside new technologies.
  • Collaborate with business leaders to translate AI and ET strategic vision into actionable, engaging learning programs that build enterprise-wide AI fluency and change readiness.
  • Design and deliver learning experiences that address both the technical and behavioral dimensions of working in an AI-enabled organization.


Team Development & Stakeholder Engagement
  • Provide strong strategic leadership and execution focus, leading with a diverse and inclusive mindset and proactively engaging team members to reach their full potential.
  • Mentor and coach OCM and strategy professionals, fostering leadership, skill development, and knowledge sharing across the team.
  • Collaborate with senior leaders to ensure AI and ET initiatives are communicated effectively, with messaging that is clear, compelling, and tailored to diverse audiences.
  • Actively participate in the OCM Community of Practice to foster knowledge sharing, collaboration, and enterprise capability building with a lens on AI and emerging technology.
What Will Our Ideal Candidate Have?
  • Bachelor's degree in a related field.
  • 7 years of project management experience.
  • 2 years of experience managing others and/or project teams.
  • Strong organization and communication skills.
  • Demonstrated experience developing multi-year technology strategies and roadmaps.
  • Experience working with advanced project-management methodologies and Agile principles.
  • Experience in developing strong, trusted partnerships with senior executives and constituent partners.
  • Ability to lead and inspire team members to achieve optimal results in a highly collaborative and matrixed organization.
  • Systemic thinker with strategic planning expertise, readily sees patterns and connections in a complicated environment.
  • Demonstrated ability to put strategic plans into action.
  • Strong facilitation and conflict resolution skillset.
  • Experience managing multiple complex projects simultaneously.
  • Strong analytical and problem-solving skills.
  • Deep understanding and appreciation for business, business intelligence/analytics, and technology components of program/portfolio management.


What is a Must Have?
  • Bachelor's Degree and 7 years of related experience or equivalent in education and work 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.

About The Travelers Companies, Inc

Travelers is an insurance leader, committed to keeping pace with the ever-changing needs of their customers and anticipating their needs for the future. There is no stronger testament to their dedication to protecting customers from loss than their continued innovation and ability to transform their industry. In fact, from the first-ever auto and space travel policies and hybrid car discount, to the 2009 founding of The Travelers Institute for public policy, their history of advancements has propelled their company—and their industry—towards ever higher standards for customers. Travelers is a company that works hard at the science of what they do: they analyze information, process perspectives and measure results to create the best combination of products and services. They work equally hard at customer service and how they interact with the people whom they do business. Over the years, they've strived to earn their customer's loyalty by continually improving their abilities to listen and respond to their needs.

The Travelers Companies, Inc Careers

Join the vibrant team at The Travelers Companies, Inc, a leader in the insurance industry, and propel your career to new heights with a company known for its commitment to innovation, leadership, and professional growth.

Explore Job Opportunities and Growth

At The Travelers Companies, Inc, we offer a plethora of job opportunities that cater to a variety of skills and professional interests. Whether you're seeking a position in management, customer service, underwriting, or IT, we have a place for you. Our commitment to professional growth means we provide unparalleled career advancement tools and leadership training to help you climb the ladder of success.

Internship Programs: A Gateway to Employment

Kickstart your career with our dynamic internship programs. These opportunities are designed not just to teach, but to challenge and expand your understanding of the industry. Internships at Travelers are a perfect way to enhance your resume and gain valuable real-world experience, making you a competitive candidate for future employment.

Culture and Benefits

At The Travelers Companies, Inc, we pride ourselves on a culture that fosters diversity, networking, and innovation. Our team is our family, and we support each other's professional and personal growth. The benefits at Travelers are comprehensive, designed to meet the diverse needs of our employees, including health, wellness, and continuous education.

Hiring Process: What to Expect

Our hiring process is straightforward and transparent, designed to find passionate, curious, and solution-driven team players. From the initial application and resume submission to the interview, we ensure that every candidate is treated with respect and given a fair chance to demonstrate their capabilities.

Career Development and Training

We believe in nurturing talent and providing our team with the tools they need to succeed. Our career development programs include professional training, diversity training, and skills enhancement workshops. These resources are tailored to foster innovation and empower our employees with the latest industry knowledge and best practices.

Join Our Team

Are you ready to explore the exciting career opportunities at The Travelers Companies, Inc? Search open positions that match your skills and interests. We are always looking for individuals who are driven to innovate and lead.

Stay Connected

Keep up to date with the latest news, insider perspectives, and industry-leading insights you can put to use today—all from the people who work here. Personalize your subscription to receive job alerts, latest news, and insider tips tailored to your preferences. Discover the rewarding opportunities that await at The Travelers Companies, Inc.

Explore Careers at The Travelers Companies, Inc

Embark on a journey of growth, opportunity, and excellence. At The Travelers Companies, Inc, your career is just beginning. Join us and make a difference in a company that values leadership, diversity, and forward-thinking.
Learn more about The Travelers Companies, Inc
Size
30,800 employees
Market Cap
$44.1 billion
Industry
Finance & Insurance
Net Income
$2.6 billion
Founded
1853
5 Year Trend
+4.7%
Revenue
$32 billion
NASDAQ
TRV
* Ladders Estimates

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