Sr. Scrum Master

We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.

The Hartford is seeking a Sr. Scrum Master to support the End-to-End (E2E) Operating Model Pillar within Strategic Workforce Transformation (SWT). This role will help a cross-functional team deliver an integrated operating model that connects strategy, execution, and measurable

outcomes. As facilitator, delivery partner, and Agile practitioner, the Scrum Master will strengthen transparency, accountability, dependency management, and continuous improvement while partnering with pillar and workstream leads, Product Owners, business and technology stakeholders, and other SWT pillars.

Key Responsibilities

• Facilitates planning, team coordination, backlog refinement, reviews, retrospectives, and

other working sessions needed to advance E2E Operating Model outcomes.

• Partners with pillar and workstream leads to translate strategic objectives into a prioritized,

outcome-based backlog with clear owners, milestones, and acceptance criteria.

• Establishes a consistent delivery cadence and provides visibility into progress, decisions, risks,

issues, dependencies, and impediments.

• Coordinates dependencies and handoffs across SWT pillars, business and technology partners,

and related transformation efforts.

• Facilitates alignment on the future-state operating model, including roles, decision rights,

governance, workflows, measures, and enabling capabilities.

• Drives action-item follow-through and escalates issues that could affect scope, sequencing,

readiness, or delivery.

• Uses visual management and delivery tools to maintain an integrated view of priorities,

milestones, dependencies, and outcomes.

• Supports roadmap, milestone, decision, pilot, and implementation-readiness planning.

• Enables timely decisions by bringing together the right stakeholders, data, and options and

documenting outcomes and implications.

• Promotes transparency, trust, shared accountability, experimentation, and continuous

improvement.

• Delivers concise leadership updates on progress, outcomes, risks, decisions, and support

needs.

• Supports adoption through stakeholder engagement, change readiness, communications, and

transition planning.

This role will have a Hybrid work schedule, with the expectation of working in an office (Hartford, CT, Charlotte, NC or Columbus, OH) 3 days a week (Tuesday through Thursday).

Required Qualifications

• 5+ years of experience as a Scrum Master, Agile delivery lead, project manager, or

transformation practitioner supporting complex, cross-functional initiatives.

• Working knowledge of Scrum, Kanban, Lean, ART, and scaled delivery practices, with the judgment

to tailor methods to a transformation team.

• Demonstrated ability to facilitate senior, cross-functional stakeholders; navigate ambiguity;

and move teams from discussion to decisions and action.

• Experience managing integrated backlogs, roadmaps, milestones, risks, issues, dependencies,

and actions across multiple workstreams.

• Strong written, verbal, and visual communication skills, including the ability to synthesize

complex information for leadership audiences.

• Strong collaboration, conflict-resolution, and influencing skills, with the ability to build

alignment without formal authority.

• Analytical and systems-thinking skills, with the ability to use qualitative and quantitative

insights to identify constraints and improve delivery.

• Scrum Master certification, such as CSM or PSM I.

Preferred Qualifications

• Experience supporting enterprise transformation, operating model design, organizational

change, or workforce transformation.

• Experience working across business, technology, data, governance, and change-management

stakeholders.

• Experience with Rally, Jira, Azure DevOps, or comparable Agile delivery and visual-

management tools.

• Proficiency with Excel, PowerPoint, Microsoft Teams, and collaborative planning tools.

• Familiarity with ADKAR or another structured change-management framework.

• Advanced Scrum Master, SAFe, Lean, or change-management certification.

• Insurance industry experience or knowledge.

Candidate must be authorized to work in the US without company sponsorship. The company will not support the STEM OPT I-983 Training Plan endorsement for this position

Compensation

The listed annualized base pay range is primarily based on analysis of similar positions in the external market. Actual base pay could vary and may be above or below the listed range based on factors including but not limited to performance, proficiency and demonstration of competencies required for the role. The base pay is just one component of The Hartford’s total compensation package for employees. Other rewards may include short-term or annual bonuses, long-term incentives, and on-the-spot recognition. The annualized base pay range for this role is:

Equal Opportunity Employer/Sex/Race/Color/Veterans/Disability/Sexual Orientation/Gender Identity or Expression/Religion/Age

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