Senior Scrum Master

TransCoreSan Diego, CA
Hybrid

About The Position

TransCore (TRN), a subsidiary of ST Engineering, is actively seeking experienced Senior Scrum Masters to join our Software Development team. This position will be based in San Diego, CA. As a Senior Scrum Master at TransCore, you will champion the optimization of the Scrum-based Agile delivery process across multiple cross-functional teams building and modernizing mission-critical Toll and Intelligent Transportation Systems. You will provide leadership and coaching to Product Owners and engineering teams aligned to TransCore’s Infinity®, MPS/Host, roadside systems, and emerging AI/ML capabilities. This role is both strategic and hands-on—driving delivery excellence, enabling team self-management, improving cross-tier architecture flow, and supporting platform transformation (containerization, cloud alignment, automation). You will be a key force in elevating Agile maturity across the organization while ensuring predictable, high-quality delivery across complex hardware-software ecosystems.

Requirements

  • BS in Computer Science, Software Engineering, or equivalent experience
  • 5+ years’ experience as a Scrum Master, Team level Agile Coach, or similar role.
  • Demonstrated experience coaching teams at scale and mentoring other Scrum Masters.
  • Proven success driving Agile transformation in complex, multi-tier technical environments.
  • Strong understanding of DevOps practices and modern software delivery models.
  • Exceptional communication, facilitation, and conflict-resolution skills.
  • Deep experience removing systemic impediments in matrixed organizations.

Nice To Haves

  • Experience in transportation systems, tolling, or other mission-critical hardware/software ecosystems.
  • Exposure to .NET, SQL Server, Angular, Docker/containers, CI/CD pipelines, Linux/Windows admin basics.
  • Experience supporting AI/ML pipelines and model deployment cycles.
  • Background interacting with hardware engineering, field deployment teams, or large public-sector programs.
  • Agile certifications such as CSM, SSM, PSM-II, PSM-III, CSP-SM, or PMI-ACP.
  • Experience in scaled environments such as SAFe, LeSS, Scrum@Scale, etc.

Responsibilities

  • Lead Agile delivery for 1-3 Scrum teams across lane systems, Infinity UI/services, MPS/Host pipelines, OCR/ML workflows, and deployment readiness.
  • Coach and mentor Scrum Team, providing guidance, training, and feedback to elevate overall Agile maturity.
  • Ensure consistent application of Agile principles across teams and alignment with TransCore’s engineering model.
  • Recommend and guide adoption of better/best practices when appropriate.
  • Help establish and actively contribute to a Scrum Master Community of Practice to promote knowledge sharing, consistency in Agile practices, and continuous improvement across teams.
  • Partner with R&D leadership to align sprint execution with enterprise goals such as: Platform modernization, Shift to containerized and cloud-ready services, Audit automation and ML model lifecycle improvements, Infinity ecosystem enhancements.
  • Manage cross-team coordination for features that span multiple tiers and technologies (Lane → MPS → Host → Cloud Services).
  • Ensure delivery predictability by tracking key Agile metrics, facilitating data-driven decisions, and continuously improving team performance.
  • Remove systemic impediments impacting engineering velocity and quality.
  • Work directly with DevOps/Infrastructure (CI/CD, VM images, Linux/Windows alignment), Architecture (platform strategy, service modernization), Hardware Engineering (controller firmware, ATD/AVI integrations), Field Deployment (baseline loads, parameter packages), Vendor teams and DOT/state stakeholders.
  • Anticipate risks early, escalate appropriately, and help eliminate recurring bottlenecks.
  • Track recurring impediments, drive root-cause analysis, and implement sustainable solutions to prevent reoccurrence.
  • Influence backlog structure and flow—not just facilitate it.
  • Partner with the Product Owner to ensure the product backlog is well-groomed, prioritized, and aligned with business value and sprint goals.
  • Facilitate collaboration between Product, Engineering, and stakeholders to maintain clarity on scope, dependencies, and acceptance criteria.
  • Partner with Project Teams, and Product Owners to ensure: Clarified priorities across teams, Features broken down into incremental deliverables spanning complex systems, Acceptance criteria reflect real-world scenarios.
  • Promote high-quality backlog refinement practices, ensuring user stories are clear, testable, appropriately sized, and ready for development.
  • Ensure sprint work aligns with product vision, roadmap priorities, and measurable business outcomes.
  • Collaborate with Product Management to ensure Roadmaps are realistic and aligned with engineering capabilities.
  • Lead organization-wide improvement initiatives: CI/CD optimization, Reduction of cross-tier defects, Increased automation (functional, integration, synthetic lane tests), More efficient regression cycles (especially for AI/ML model updates), Better SME knowledge capture and parameter management.
  • Drive continuous improvement by facilitating retrospectives, promoting actionable insights, and implementing measurable enhancements across teams.
  • Use Agile metrics and team health indicators to identify improvement opportunities and guide sustainable performance gains at scale.
  • Facilitate alignment between Product, R&D, PMO, Deployment, QC/QA, and Field Services.
  • Serve as a bridge between Agile teams and stakeholders, proactively addressing alignment, clarifying objectives, and ensuring cohesive execution against strategic goals.
  • Improve transparency around sprint goals, risks, dependencies, and release readiness.
  • Act as a trusted advisor to engineering leadership regarding delivery health.
  • Develop engineering teams into highly accountable, predictable units capable of: Independent decision-making, Managing cross-tier dependencies, Early risk identification, Stable sprint commitments.
  • Reduce team reliance on escalation and external intervention.
  • Coach and empower Agile teams to become high-performing, self-managing units capable of delivering consistent, high-quality outcomes.
  • Lead Agile maturity efforts across R&D and Deployment.
  • Mentor teams through: Cloud-native adoption, Containerization workflows, DevOps maturity assessments, ML/AI lifecycle integration.
  • Help establish a culture of transparency, lean thinking, continuous learning, and experimentation.
  • Partner with leadership and cross-functional teams to embed Agile frameworks, strengthen governance, and improve delivery capabilities across the organization.
  • Facilitate and contribute to Agile transformation initiatives, preparing teams for scalable delivery models and cross-team synchronization in a growing product organization.
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