Senior Scrum Master extensive complex, enterprise-level environments, demonstrating strong track
Job in
Toronto, Ontario, M5A, Canada
Listing for:
S.i. Systems
Full Time
position
Listed on 2026-01-01
Job specializations:
-
IT/Tech
IT Project Manager, Systems Analyst
Job Description & How to Apply Below
Position: Senior Scrum Master with extensive experience in complex, enterprise-level environments, demonstrating a strong track
Full Time Permanent Role
2 times a week on site (Near King Station)
Reporting to the IT Program Manager, you will play a pivotal role in evolving our delivery framework and cultivating a culture of continuous improvement. As an experienced agile leader, you will guide multiple teams across our technology landscape using modern value delivery practices, balancing strategic leadership with hands-on team facilitation. This role requires someone who can both shape and implement our future-state delivery vision while driving organizational agility and innovation.
The ideal candidate brings extensive experience in complex, enterprise-level environments, demonstrating a strong track record of leading high-performing agile teams, excellence in stakeholder management, and deep understanding of value stream optimization. Your background should showcase exceptional adaptability, strategic thinking, and interpersonal skills, complemented by demonstrated expertise in leading large-scale agile transformations and driving measurable delivery improvements. This role offers the opportunity to shape how client delivers value while working with cutting-edge technologies in a dynamic, global environment.
Must Haves:
7+ years of IT delivery experience, with 5+ years in Scrum Master rolesProven track record leading multiple agile teams in complex environmentsDemonstrated experience implementing value stream management practicesStrong history of mentoring junior Scrum Masters and delivery teamsExperience driving organizational change and agile transformationFinancial services industry experience strongly preferredCertifications & EducationAdvanced Scrum Master certification required (PSM II, CSP-SM, or equivalent)Scaled Agile certification required (SAFe SPC, LeSS Practitioner, or equivalent)Value Stream Management certification preferredBachelor’s degree in computer science, Information Systems, or related fieldContinuous learning mindset with commitment to professional developmentTechnical ExcellenceExpert-level proficiency in enterprise agile tools (
Jira, Confluence, Portfolio Management
)Strong understanding of Dev Ops practices and CI/CD principlesExperience implementing flow metrics and value stream analyticsKnowledge of Cloud Service ProvidersProven ability to guide teams in technical practice improvementAs a Senior Scrum Master, you will focus on the following key areas:
Value Stream LeadershipChampion value-driven delivery practices across multiple teamsDesign and implement value stream mapping and optimization strategiesEstablish and monitor flow metrics (lead time, cycle time, flow efficiency)Guide teams in WIP management and pull-based systemsBreak down organizational silos and promote cross-team collaborationCeremony Facilitation & Team EnablementLead high-impact ceremonies across multiple teams (stand-ups, reviews, retrospectives)Facilitate release planning and story mapping sessionsGuide sprint planning and backlog refinement activitiesSupport teams in defining their Definition of DoneEnable effective Scrum of Scrums coordinationFlow Optimization & Metrics ManagementImplement and optimize flow-based delivery methods using JiraConfigure advanced Jira workflows aligned with value stream practicesCreate and maintain comprehensive dashboards for:Value stream visualizationFlow metrics (WIP, cycle time, lead time)Impediment and dependency trackingTeam performance metricsPortfolio-level progressGuide teams in:Queue management and flow optimizationEstablish WIP limits and bottleneck resolution processesDrive data-driven improvement initiatives through:Automated metrics collectionValue-focused status reportingTrend analysis and forecastingEstablish and maintain end-to-end visibility of work across the SDLCCoaching & MentorshipMentor junior Scrum Masters and team membersCoach teams in agile principles and self-organizationGuide teams in establishing sustainable delivery practicesPromote knowledge sharing and cross-skillingFoster a culture of continuous learningStakeholder ManagementWork closely with Product/Platform Owners and business stakeholdersManage senior leadership expectations and reportingFacilitate cross-functional alignment and communicationLead stakeholder alignment meetingsManage cross-team dependencies and remove impedimentsDrive organizational change initiativesTechnical ExcellenceSupport Dev Ops and CI/CD adoptionPromote quality-focused development practicesEnable automated testing implementationGuide teams in technical debt managementFacilitate innovation and experimentation
Position Requirements
10+ Years
work experience
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