Scrum Master
GSD Search, LLC
Scrum Master
Our client is a consumer-centric, technology-driven insurance company on a mission to deliver outstanding value and operational performance by combining financial strength and stability with deep insurance expertise and a can-do culture.
Platform Overview
Our client operates a robust, multi-module annuity administrative platform used across its family of companies. Built on a modern tech stack (Angular front end, Python back end), the platform supports seamless integration, advanced analytics, and user-friendly interfaces.
Role
This Scrum Master will join a product pod of roughly 15 people (engineers, QA, a UX designer, and data engineers), operating as one of three pod leaders alongside the Engineering Manager and Product Manager. Rather than working in a silo, this person will actively partner across the pod to align priorities, surface capacity and risk, and keep delivery on track.
This is not a textbook Scrum Master role. The process blends structured, upfront requirements and prioritization with agile execution once work reaches the development team. The Scrum Master must be equally comfortable running efficient, well-prepared ceremonies (sprint planning runs in about an hour) and communicating at different altitudes detailed status with the team, big-picture summaries with senior leadership.
This role is 100% remote, with the team gathering in person once per year. Pay will be DOE and conversion salary can range between 150-175K Plus Bonus
Responsibilities
- Facilitate daily stand-ups, sprint planning, reviews, and retrospectives efficiently, with prep work done in advance
- Serve as one of three pod leads (with the Engineering Manager and Product Manager), aligning priorities, capacity, and risk
- Maintain visibility into team priorities and status through the team's Jira-based intake and prioritization system, ensuring work stays tied to approved goals
- Communicate status and priorities clearly to both the immediate team and senior/executive stakeholders
- Support release readiness in a daily-release, monorepo environment, including awareness of feature-flagged (LaunchDarkly) work and what's safe to ship
- Build and maintain sprint metrics and reporting (capacity, velocity) using Jira data, JQL queries, and other tools (including AI-assisted reporting) where native tracking falls short
- Protect the team from uncontrolled work injection, ensuring changes are evaluated and intentional
- Drive incident follow-up items to closure, and support post-mortems and root cause analysis
- Guide the team in estimating practices and story/epic sizing
- Operate within a SOC-compliant, regulated environment, understanding and supporting required controls
- Participate in a Scrum Master guild to maintain consistency across pods
Skills and Qualifications
- BA/BS degree or equivalent work experience
- Minimum 5 years of project management experience and 4 years leading sprints
- Comfortable as a Project Manager/Scrum Master hybrid this environment does not use SAFe, and rigid SAFe-only backgrounds are not a fit
- Strong Jira power-user skills, including JQL queries to extract and report on data; Jira administration experience is a plus
- Experience with monorepo release processes and feature-flag-based deployments (e.g., LaunchDarkly) preferred
- Experience working in a regulated or compliance-driven environment (SOC, SOX, or similar) preferred
- Deep understanding of agile metrics (velocity, burndown, capacity) and comfort building reporting manually when tools don't support it out of the box
- Strong understanding of SDLC and agile procedures to anticipate the development team's needs
- Excellent communication skills across all levels, from team members to senior leadership
- Comfortable using AI tools to improve reporting and process efficiency
- Open to being coached on team-specific processes, regardless of tenure or certification level
- Certifications (CSM, SAFe, etc.) welcome but not required real experience carries more weight
- Self-motivated, organized, and comfortable in a fully remote environment
$129k - $148k
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