The Travelers Companies, Inc

Senior Director Delivery Transformation - Claim Technology

The Travelers Companies, Inc • $139K — $230K *
Hartford, CT 06106Hybrid
Information Technology
8 - 10 years of experience
More than 3 months ago
Job Overview by Ladders

Qualifications

  • 10+ years of technology leadership experience focused on transformation, strategy, and innovation.
  • Proven track record in leading change within complex, matrixed organizations.
  • Hands-on experience with AI and intelligent automation in enterprise software delivery lifecycle (SDLC).
  • Deep knowledge of Agile practices, with experience scaling across large technology organizations.
  • Success in reducing delivery cycle times and improving performance metrics linked to business outcomes.
  • Effective coaching skills for teams and senior leaders, enhancing Agile capabilities at all levels.
  • Exceptional communication and storytelling skills for influencing executive stakeholders.

Responsibilities

  • Define a transformation roadmap for AI-enabled delivery processes.
  • Collaborate with teams to identify and scale AI and automation opportunities.
  • Advance modern practices to reduce time from ideation to production.
  • Coach teams in Agile principles and act as a change agent.
  • Engage enterprise partners to resolve obstacles to agility.
  • Run Agile training workshops and assess teams' maturity.
  • Foster open communication and a positive collaborative environment.

Benefits

  • Health Insurance coverage for employees and eligible family members starting day one.
  • 401(k) matching contributions and opportunities for additional retirement savings.
  • Minimum of 20 days of Paid Time Off annually, plus nine paid holidays.
  • Wellness program offering tools and resources for health and caregiving needs.
  • Community involvement programs with matching gifts and volunteer rewards.
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
$139,400.00 - $230,000.00

Target Openings

1

What Is the Opportunity?

Our Claim Business Delivery, Analytics and Technology organization is seeking a strategic thought leader and connector to lead the evolution of how our teams and teams-of-teams work - enabling us to accelerate from concept through delivery. The Senior Director, Delivery Transformation is a high-impact, individual contributor and player-coach role for a leader who is passionate about transforming the way organizations operate, leveraging generative AI and deeply energized by the complexity of multi-disciplinary environments. Drawing on deep technology delivery experience and technical fluency, you will bring equal comfort working alongside delivery leaders and teams on the ground and influencing senior leaders at the organizational level - always with a focus on strengthening agility, not just driving one-time change. You will partner across Value Streams and functions to accelerate the utilization of AI across the Software Delivery Lifecycle, reduce cycle time, reduce toil, and increase the speed at which value reaches our customers. This is not a role for someone who maintains the status quo; it is a role for someone who actively and thoughtfully disrupts it.

Why This Role?

This is a rare opportunity to help shape the future of a technology organization at a critical inflection point. You will have senior visibility, meaningful scope, and the chance to leave a lasting impact on how an enterprise-scale claims technology function harnesses AI to work smarter, faster, and better.What Will You Do?
  • Define and drive a forward-looking transformation roadmap that reimagines how the technology organization delivers - shifting to proactive AI-enabled value creation with greater speed and precision.
  • Partner with engineering and other disciplines to identify, evaluate, and scale AI and automation opportunities across the Software Delivery Lifecycle - from ideation and backlog refinement through development, testing, and deployment - to meaningfully reduce cycle time and increase throughput.
  • Advance design and adoption of modern technology practices and approaches that compress the time from ideation to production - enabling teams to iterate faster, learn continuously, and deliver value incrementally at scale.
  • As a servant leader and change agent, coach individuals and teams across a large or complex business area to adopt Agile principles, values and practices while role modeling Travelers' leadership behaviors.
  • Partner with and rally enterprise partners to identify and address constraints and inhibitors to advance team and organizational agility
  • Run workshops and training on Agile topics, leveraging tool kits and internally developed content.
  • Continuously assess the Agile maturity of teams and individuals at all levels of leadership, educating and mentoring to address gaps.
  • Contribute to internal and external Agile communities to stay abreast of challenges, leading practices, and emerging trends; utilize learnings in furthering the effective use of Agile practices at Travelers.
  • Facilitate open communication among teams and stakeholders; Promote positive team dynamics to ensure members collaborate and work effectively within and across teams.
  • Use coaching techniques that increase collaboration, transparency and promote a culture of experimentation and innovation.
What Will Our Ideal Candidate Have?
  • 10+ years of progressive technology leadership experience, with a strong track record in transformation, strategy, or innovation roles
  • Demonstrated success leading enterprise-wide change in complex, matrixed organizations - achieving results through influence rather than direct authority
  • Hands-on experience with AI and intelligent automation - including practical application in an enterprise SDLC context
  • Deep expertise in Agile and product delivery practices - including iterative development, continuous improvement, team flow, and modern ways of working - with a track record of scaling these practices across large, complex technology organizations
  • Demonstrated success driving measurable reductions in cycle time and delivery lead time, with the ability to connect delivery performance data to business outcomes
  • Proven ability to coach both delivery teams and senior leaders - building Agile capability at every level of the organization
  • Comfortable operating as both a hands-on practitioner and an organizational-level influencer - knowing when to coach directly and when to shape the conditions that allow others to thrive
  • Experience in insurance, financial services, or another highly regulated industry preferred
  • Exceptional executive communication and storytelling skills - able to make the case for change and sustain momentum over time
  • Comfort operating in ambiguity, shaping structure where it doesn't yet exist


What is a Must Have?
  • 3 years of Agile delivery experience.
  • 5 years of business and/or technology related experience.
  • 2 years of experience as a coach.
  • Demonstrates an in-depth knowledge of one or more business units (i.e. Claim, Risk Control, IT, Project Management, Production, Application Development, etc.).


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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