Sr Scrum Master- MSI

Why MSI? We thrive on solving challenges. As a leading MGA, MSI combines deep underwriting expertise with insurer risk capacity to create specialized insurance solutions that empower distribution partners to meet customers’ unique needs. We have a passion for crafting solutions for the important risks facing individuals and businesses. We offer an expanding suite of products – from fully-digital embedded renters coverage to high-value homeowners insurance to sophisticated commercial coverages, such as cyber liability and habitational property – delivered through agents, brokers, wholesalers and other brand partners.

Our partners and customers count on us to deliver exceptional service through a dedicated team that makes rapid resolutions a priority. We simplify the insurance experience through our advanced technology platform that supports every phase of the policy lifecycle. Bring on your challenges and let us show you how we build insurance better.

The Problem

Platform Architecture is our most overloaded cross-cutting team. Priorities are pushed down onto them from every direction, and they are also the sole gatekeeper approving every PR before release — making them a bottleneck with no ability to control their own inbound work. This role would also support the Infrastructure team. Platform Architecture's capacity needs to be protected and cross team prioritization decisions need to be made.

We also need dedicated Agile coaching capacity. Ceremonies vary widely in maturity across our teams, and without someone digging into the details of how each team actually runs planning, standups, and retros, our strategic Agile plan isn't being consistently executed. This role gives us a partner on the ground who can tailor coaching to each team's specific needs and ensure our strategy translates into practice, not just theory.

The Role

Reports to one Head of Agile with a dotted line to the other. Serves as the embedded Scrum Master for Platform Architecture and Infrastructure, and acts as mentor/lead to the other Scrum Masters across the organization to drive consistent execution of our Agile strategy. No direct reports.

Key Responsibilities

• Prioritization gatekeeping: Push back on stakeholders, convene cross-team prioritization sessions, and protect Platform Architecture and Infrastructure capacity from competing top-down asks.

• PR bottleneck relief: Partner with both teams to reduce the release-approval bottleneck created by their PR sign-off responsibilities.

• Ceremony-level coaching: Run and coach ceremonies for both teams, tailoring facilitation and training to each team's specific needs and maturity rather than a one-size-fits-all approach.

• SM mentorship: Provide informal lead guidance to the Scrum Masters on other teams, ensuring our strategic Agile plan is executed consistently across the org.

• Strategic accountability: Report directly to the Heads of Agile on team health, blockers, and adherence to the strategic plan.

Success Metrics (6–12 Months)

• Reduced PR approval cycle time.

• Recurring cross-stakeholder prioritization cadence established and adopted.

• Tailored coaching plans rolled out for Scrum Masters.

• Visible execution of the Heads of Agile's strategic plan across team ceremonies.

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About Us

Why MSI? We thrive on solving challenges.

As a leading MGA, MSI combines deep underwriting expertise with insurer and reinsurer risk capacity to create specialized insurance solutions that empower distribution partners to meet customers’ unique needs.

We have a passion for crafting solutions for the important risks facing individuals and businesses. We offer an expanding suite of products – from fully-digital embedded renters coverage to high-value homeowners insurance to sophisticated commercial coverages, such as cyber liability and habitational property – delivered through agents, brokers, wholesalers and other brand partners.

Our partners and customers count on us to deliver exceptional service through a dedicated team that makes rapid resolutions a priority. We simplify the insurance experience through our advanced technology platform that supports every phase of the policy lifecycle.

Bring on your challenges and let us show you how we build insurance better.