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Senior Director Strategic Initiatives

Hartford, Connecticut

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.

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

$114,400.00 - $188,800.00

Target Openings


What Is the Opportunity?

The Senior Director, Strategic Initiatives partners with leaders across primary business and multiple lines of business across Travelers to drive holistic strategic planning efforts ensuring alignment and integration across Strategy & Business Planning activities. This leader will be responsible leading macro business analysis, development & refinement of strategies, articulation of future capabilities needs and assessment of conceptual ideas that feed into strategic execution.

What Will You Do?

  • Build and maintain strong relationship within leadership team
  • Partner with other organizations, inclusive of other Strategic Planning & Execution organizations (SP&E), to ensure alignment on purpose, progress, and resource requirements needed to achieve business objectives.
  • Establish engagement model with Business Units to drive more holistic and robust planning, initiative prioritization, resource planning and strategic roadmap development.
  • Partner closely with Agile/Delivery practices to evolve organizational operating and governance model to align with agile best practices and processes.
  • Build out management information reporting & planning function to inform departmental planning, strategic decision making and demonstrate organizational impact and value delivery.
  • Develop strategic planning process and infrastructure business leadership, providing guidance and effective direction to ensure operating divisions are aligned to overall goals and vision.
  • Provides strong strategic leadership, direction, and execution focus to Strategy, Planning and Operations team, leading with a diverse and inclusive mindset and proactively engaging team members so they reach their full potential.
  • Perform other duties as assigned.

What Will Our Ideal Candidate Have?

  • Bachelor's degree in a related field preferred.
  • 7 years of project management experience preferred.
  • 2 years of experience managing others and/or project teams preferred.
  • 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 and resources that empower you to achieve your wellness goals. In addition, our Life Balance program provides access to professional counseling services, life coaching and other resources to support your daily life needs. Through Life Balance, you're eligible for five free counseling sessions with a licensed therapist.
  • 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 believe that we can deliver the very best products and services when our workforce reflects the diverse customers and communities we serve. We are committed to recruiting, retaining and developing the diverse talent of all of our employees and fostering an inclusive workplace, where we celebrate differences, promote belonging, and work together to deliver extraordinary results. 

If you are a candidate and have specific questions regarding the physical requirements of this role, please send us an email 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

About Travelers

The Travelers Companies, Inc. (NYSE: TRV) is a leading property casualty insurer selling primarily through independent agents and brokers. The company's diverse business lines offer its global customers a wide range of coverage in the auto, home and business settings. A component of the Dow Jones Industrial Average, Travelers has more than 30,000 employees and generated revenues of approximately $25 billion in 2010.