PeoplePilot
Toronto / Global
Toronto / Global
Lead the end-to-end planning and delivery of complex DevOps initiatives, from mobilization and scope definition through implementation, rollout, stabilization, and handoff.
Create and maintain an integrated delivery plan covering:
Milestones and timelines
Testing and approvals
Communications
Rollout activities
Operational readiness
Identify and manage the critical path , ensuring dependencies and deliverables remain aligned with overall project objectives.
Cross-Functional Coordination Coordinate delivery across one or more DevOps squads and enterprise partner teams, including:
Infrastructure
Cloud
Security
ServiceNow
Application teams
Data teams
Platform teams
Quality Engineering
Production Support
Work closely with Product Owners, Technical Leads, Architects, Engineers, Quality Engineers, Security teams, and business/technology stakeholders to clarify:
Business and technical outcomes
Roles and responsibilities
Delivery sequencing
Acceptance criteria
Dependencies and constraints
Governance & Delivery Management Establish appropriate governance structures, meeting cadences, decision-making paths, delivery controls, and escalation mechanisms .
Manage and maintain:
Scope
Schedule
Resources
Risks
Issues
Assumptions
Decisions
Changes
Ensure ownership, accountability, and target dates remain clearly defined.
Drive action closure and proactively address delivery gaps, conflicting priorities, resource constraints, access issues, environment blockers, data-quality concerns, and integration dependencies.
Testing, Release & Operational Readiness Coordinate test planning, user acceptance testing, production-readiness reviews, implementation activities, and post-implementation validation .
Manage required evidence, approvals, and sign-offs for releases and implementations.
Coordinate releases across Development, Stage, and Production environments .
Ensure operational ownership, support processes, documentation, and handoff activities are completed successfully.
Stakeholder Management & Communication Prepare concise, decision-focused status reports for program and DevOps leadership covering:
Upcoming milestones
Delivery forecast
Risks and issues
Decisions required
Recovery actions
Coordinate stakeholder communications, readiness activities, demonstrations, information sessions, support planning, and adoption activities.
Translate complex technical delivery details into clear business impacts, risks, and decision points .
Ensure deliverables, processes, decisions, and operational ownership are properly documented and transitioned to the appropriate teams.
Apply lessons learned and continuous-improvement practices to:
Reduce manual effort
Reduce recurring operational risks
What You Need to Succeed Project & Delivery Management Strong project-management experience delivering complex technology initiatives involving multiple squads, platforms, and enterprise partner teams.
Demonstrated experience working on initiatives involving:
DevOps
CI/CD
Security controls
Source-code management
Ability to build integrated plans, identify the true critical path , manage interdependent deliverables, and hold multiple teams accountable for commitments.
DevOps & Software Delivery Knowledge Practical understanding of the software development and delivery lifecycle .
Understanding of the relationship between:
Source-code repositories
Build pipelines
Security scanning
Deployment orchestration
Approvals
Production support
Ability to work effectively with both technical specialists and business stakeholders.
Excellent risk, issue, dependency, and change-management skills.
Sound judgment regarding when to:
Resolve issues independently
Engage stakeholders
Seek leadership decisions
Strong ability to proactively identify blockers and drive them to resolution.
Leadership & Communication Excellent facilitation, written communication, organization, and follow-through.
Confidence working with senior leaders, technical specialists, and cross-functional teams .
Ability to operate effectively in a matrixed environment where delivery depends on teams that may not report directly to the Project Manager.
Self-directed, pragmatic, and outcome-focused.
Comfortable bringing structure and clarity to ambiguous or evolving initiatives.
Required Experience DevOps Tools & Platforms Experience with standard DevOps tools, practices, and Enterprise Pipeline environments is strongly preferred.
Working knowledge of tools and platforms such as:
Bitbucket / GitHub
Jenkins
CDD
Jira
Confluence
ServiceNow
Checkmarx One
Kosli
Grafana
Tableau
Infrastructure and deployment technologies
Security & Compliance Experience coordinating security-control implementation and related delivery activities.
Experience with:
Vulnerability-management workflows
Security exceptions
Compliance evidence
Release gating
Production-readiness activities
Security approvals and controls
Data & Application Management Experience working with application inventories and application portfolio identifiers.
Familiarity with:
Repository metadata
Database updates
ETL processes
Data-quality remediation
Release & Environment Management Experience supporting releases across Dev, Stage, and Production environments.
Experience coordinating:
Technical testing
Business validation
Implementation
Post-implementation verification
Experience managing dependencies and readiness across multiple technical teams.
Project Management & Agile Tools Experience with Jira and/or Planview AgilePlace .
Project-management certification or formal Agile delivery training is an asset; however, demonstrated delivery experience is more important than certification alone.
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Toronto / Global
Toronto / Global
Toronto / Global
Toronto / Global
Mississauga / Global
Mississauga / Global