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Sr Scrum Master

Liberty Mutual

Liberty Mutual

Product
Boston, MA, USA
Posted on Mar 6, 2026

Sr Scrum Master

Job Locations US-IN-Indianapolis | US-OH-Columbus | US-MA-Boston | US-NH-Portsmouth | US-TX-Plano
ID
2026-74808
Position Type
Full-Time
Job Grade
18
Department
014I-04459 USRM - PL Products Tech
Market
Corporate Center
Minimum Salary
USD $120,000.00/Yr.
Maximum Salary
USD $225,000.00/Yr.
Typical Starting Salary
160-180k
Recruiter
Julia Stewart

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 Portsmouth, NH, Boston, MA, Plano, TX, Indianapolis, IN and Columbus, OH.

Hiring Manager – Hillary Hubbard, Director, PL Products Tech

We are looking for a Senior Scrum Master to join our high‑performing leadership team and play a key role in delivering Specialty products within the Independent Agent (IA) channel in Products Technology. This role offers the opportunity to lead teams through complex delivery initiatives while driving meaningful change that supports USRM’s business growth and ensures secure, stable, and reliable systems for our IA partners.

Demand for Specialty lines continues to accelerate, giving our Technology teams a unique opportunity to directly influence business results. Our teams successfully delivered the Landlord Rebuild MVP at the end of 2024 and the Umbrella Rebuild MVP at the end of 2025. Both programs are now actively expanding into additional states and incorporating highly requested features, creating an exciting and fast‑paced environment for delivery leadership.

This role is ideal for a motivated change leader who thrives on identifying improvement opportunities, challenging the status quo, and continuously learning about complex technical systems. If you are passionate about agile leadership, collaboration, and delivering impactful solutions at scale, we encourage you to apply and be part of this critical next phase of growth.

This position is responsible for the enablement and maturity growth of organizational agility of all the teams in their aligned program/portfolio.

They will also influence the organization (IT, Business, Architecture, Security, etc.) that interact with the teams in the program/portfolio they support to enable more effective flow of value for the organization. It will be important that they demonstrate situational and self-awareness to know whether/when/how to respond to various issues that will affect a team/program/portfolio/organization`s ability to operate in a Agile manner. They are responsible for the professional/knowledge growth of less experienced SM`s and contributing to the overall agility subject matter expertise in the organization. They’ll have the opportunity to join forces with other Sr. Scrum Masters and Agile Coaches working together to help the organization mature on the path towards business agility. They will need to draw from their experiences in a variety of different contexts and leverage ideas from several disciplines, patterns and techniques to address gaps, solve problems, innovate and improve the environment their program operates in.

Responsibilities

· Effective facilitation skills at the program and team level; Remains neutral, applies conflict management and establishes trust

· Is comfortable having difficult conversations, identifying and overcoming program obstacles and challenges that arise internally or from cross-domain areas

· Coaches and mentors other SMs, managers, and POs to improve both their own and others’ knowledge and skills

· Acts as an advisor in growing others’ Lean-Agile teaching skills. Develops & delivers training on a variety of Lean-Agile frameworks/scaling methods

· Develops a network of change agents to promote change and manage resistance to change

· Surfaces & works with key stakeholders to address anti-patterns that impede organizational agility

· Creates proper transparency & visibility into dependencies and risks and ensures effective dependency management is in place

· Guides and drives the implementation of a scaling framework for teams to optimize value delivery in a single program or value stream

· Stays current with Agility industry trends and explores other perspectives by reading and contributing to blogs, consuming external media and actively participating in internal/external Scrum/Agile events

Qualifications

  • Bachelor`s degree in a relevant field (business, computer science, humanities, etc.) and at least 6 years of IT and program management and experience working in an Agile team, including coaching on Lean-Agile approaches; Minimum of 8 years in a leadership position, or an equivalent combination of education and work experience
  • Experience leading multiple agile teams through large scale transformation(s)
  • Experience with defining and implementing standards
  • Thorough knowledge of US Retail Markets business functions and extensive understanding of business operations, strategies and objectives preferred
  • Knowledge/training equivalent to advanced/2nd level certifications from a reputable Lean-Agile organization is a plus but not required (PSM II, ICAgile Professional Agile Team Facilitation (ICP-ATF), ICAgile Professional, Agile Coaching (ICP-ACC))
  • · Scrum certification preferred
  • · Experience working in a scaled agile framework preferred

Travel

10%

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