Scrum Master II

Description
We deliver our customers peace of mind every day by helping them protect what they value most. Our passion for placing the customer at the center of everything we do is driving a transformational shift at Liberty Mutual. Operating as a tech startup within a Fortune 100 company, we are leading a digital disruption that will redefine how people experience insurance.

At Liberty, you'll thrive in a hybrid setting that fosters in-person collaboration, innovation and growth. This approach optimizes both remote and in-person interactions, enabling you to connect and ideate with your team and deepen valuable relationships across the company, while still enjoying the flexibility of remote work for focused tasks and projects.

This role has a hybrid work schedule (2 days onsite) and we are considering candidates based in Indianapolis, IN, Plano, TX and Portsmouth, NH.

Job Introduction:

Are you a passionate and experienced Scrum Master ready to make a meaningful impact? We're seeking a talented Scrum Master II to join our USRM PL Products Tech software engineering organization! As a key driver for our Risk Pricing delivery teams, your influence will extend across multiple domains, supporting a portfolio that plays a critical role in driving our company's profitability. This position blends the responsibilities of a traditional Scrum Master with those of a Delivery Lead, beginning with a focus on our flagship initiatives.

Your Mission

Drive Agile excellence for USRM Risk Pricing by embedding consistent governance and delivery standards, enabling frictionless on demand delivery, and providing actionable metrics that improve predictability and product resilience.

About the job:

Delivery & Servant Leadership:

• Serve as a hybrid Scrum Master/Delivery Lead for Risk Pricing teams, providing day-to-day servant leadership to ensure healthy, predictable delivery across program and tech-enablement work (tech debt, modernization, etc.).
• Facilitate and coordinate portfolio- and team-level planning activities, including Agile Program Increment planning events (kickoffs, portfolio/train/program retrospectives), and ongoing iteration planning.
• Identify and remove impediments, manage cross-team dependencies, and escalate risks to leadership when necessary to maintain momentum.
• Orchestrate delivery flow across portfolios, ensuring stakeholder alignment and improving overall portfolio performance.
• Support tech-enabler prioritization and represent Risk Pricing in architecture/design working groups.

• Establish and enforce Agile governance and standards for issue tracking and backlog hygiene across Risk Pricing (JIRA configuration, dashboards, ticket templates, pointing practices, definitions of ready).
• Coach teams on backlog health, refinement practices, and requirements readiness to reduce churn and improve predictability.
• Partner with other platform teams to align on JIRA standardization and tooling best practices.

• Adopt and operationalize DORA metrics (Lead Time, Deployment Frequency, MTTR, Change Failure Rate) and other team health indicators.
• Build and maintain reporting inputs for Power BI, ensuring reliable data sources and clear, actionable dashboards for leadership.
• Run a regular metrics cadence (reviews, retros tied to metrics) to identify improvement opportunities and drive measurable outcomes (OKR/KPI alignment).
• Translate data into recommendations for process improvements, tooling investments, and resourcing adjustments.

• Centralize intake processes across Risk Pricing to streamline onboarding and prioritization of new work.
• Maintain visibility into incoming requests, triage appropriately, and collaborate with Product Owners and Engineering Managers to align priorities with capacity and strategic objectives.

• Maintain and enhance Risk Pricing's domain-enablement resources: landing page, playbook, onboarding materials, naming conventions, and documentation cleanup.
• Drive faster onboarding and reduce duplication through clear documentation and centralized knowledge.
• Coach teams on common practices to scale consistent delivery patterns across teams/train.

• Organize and facilitate demos, targeted showcases, and tech innovation events (e.g., train-level tech demos) to surface learnings, celebrate wins, and enable cross-team knowledge sharing.
• Foster a culture of continuous improvement through retrospectives, actionable experiments, and meaningful follow-through on improvements.

• Partner closely with Product Owners, Engineering Managers, Solution Engineers, Senior Scrum Masters, and program leads to align delivery with business outcomes.
• Facilitate open communication among stakeholders and support a sustainable, engaging work environment.

• Bachelor's degree in a relevant field (business, computer science, or equivalent experience).
• Minimum 5+ years of Scrum Master experience, preferably in a portfolio or multi-team environment.
• Demonstrated experience in delivery coordination across programs and technical enablement work (tech debt, modernization, rollouts).
• Proven ability to establish and improve governance, backlog hygiene, and issue-tracking standards (JIRA required).
• Strong knowledge of DORA metrics and experience operationalizing metrics for reporting and continuous improvement.
• Proficiency with Agile tooling and reporting platforms (e.g., JIRA, Power BI).
• Strong analytical, facilitation, coaching, and stakeholder-management skills.
• Relevant certifications (CSM, ICP-ACC, etc.) are a plus.

• California
• Los Angeles Incorporated
• Los Angeles Unincorporated
• Philadelphia
• San Francisco