Sr. Scrum Master - Enterprise AI & Emerging Tech

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

$106,300.00 - $175,400.00

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Travelers Enterprise AI Value Stream is seeking a Sr. Scrum Master/Sr. Kanban Master to join our organization as we grow and transform our Artificial Intelligence landscape. In this position, you will leverage your expertise to lead Agile practices at the team level for multiple teams, assist with managing the flow of work, creatively solve problems to accomplish outcomes, track team output and achievement, and identify continuous process improvement opportunities. This role will include driving the delivery of work for our DevOps/MLOps team, which is responsible for setting up and maintaining deployment pipelines across our organization. Drive continuous improvement in the Software Development Life Cycle (SDLC). Ideal candidates will have a technical background, enabling them to quickly learn new technologies and leverage their deep understanding to enhance and optimize the SDLC.

What Will You Do?

• Independently lead the application of Agile practices for multiple teams. Practices may be Scrum and/or Kanban based. Actions often include visualizing work, limiting work in progress, managing work flow, planning and guidance for daily stand ups, sprint planning, short, mid, and long range planning, backlog refinement, and retrospective meetings.
• Ensure progress toward objectives, KPIs and commitments; guide assigned Agile teams to deliver the required product increments and outcomes.
• Partner with key stakeholders (i.e. Agile Coach and Product Owners) in backlog prioritization as well as tracking and reporting metrics, providing visibility to the team and stakeholders, ensuring a data-driven approach to decision-making.
• Collaborate with team members to prioritize and manage the backlog, balancing planned work with ad-hoc requests and ensuring effective workflow management.
• Promote and foster an environment for high-performing team dynamics, continuous flow, and relentless improvement. 
• Remove team-level impediments and resolve conflicts; anticipate challenges, identify risks, and recommend mitigations and solutions.
• Work closely with the team to understand the technical aspects of pipeline setup and deployment processes.
• Utilize learnings and best practices in furthering the effective use of Agile practices at Travelers.
• Facilitate open communication among team members and stakeholders; promote positive team dynamics to ensure members collaborate and work effectively.
• Build and leverage effective alliances across other teams and the technical and business communities.
• Partner with Circle Leadership on PI planning activities, organizing and leading PI ceremonies.
• Participate and actively contribute to the Agile Community, partnering closely with Agile Coaches and Leadership to Evolve the Way We Work.
• Increase the overall Agile maturity for teams, and support higher complexity work towards successful outcomes.

What Will Our Ideal Candidate Have?

• Bachelor’s degree preferred.
• Three years' experience in a Scrum Master or similar Agile role applying Agile principles and practices including delivery of several epics, releases and versions and application of a wide variety of patterns and techniques (i.e. leveraging burndown, facilitating retrospectives, refining user stories, etc.) preferred.
• Knowledge of or desire and ability to learn about GenAI.
• Programming/development experience preferred, with hands-on knowledge of deployment pipelines and tools being a plus.
• Familiarity with cloud platforms, particularly AWS, and experience with cloud-based deployments.
• Solid understanding of the Software Development Life Cycle (SDLC), Continuous Integration/Continuous Deployment (CI/CD), and testing automation.
• Excellent leadership, communication, and interpersonal skills.
• Ability to understand and articulate technical concepts and high-level process flows.
• Ability to foster a collaborative and high-performing team environment.
• Experience with Agile tools such as Jira, Confluence, or similar.
• Ability to manage and prioritize both planned work and ad-hoc requests effectively.
• Experience leading others with the ability to earn trust while still challenging the team to improve and operate outside its comfort zone in an Agile environment preferred.
• Agile Mindset: Embody Agile core values of openness, courage, respect, focus, and commitment. Infuse Agile principles, practices and methodologies to achieve team success.
• Project Management: Ability to initiate, plan, execute, and guide the work of a team to achieve specific goals and meet specific success criteria within a specified time.
• Influence: Ability to influence leaders at all levels and without traditional hierarchy.
• Servant Leadership: Foster an environment where individuals thrive as empowered and equal members of a team.

What is a Must Have?

• 3 years of project management or related experience required.