DevOps Project Manager

PeoplePilot; Toronto; On-site; CAD 110,000 - 150,000; Full time

Job summary

PeoplePilot is seeking a Delivery Manager to lead end-to-end planning and delivery of complex DevOps initiatives in Toronto. You will mobilize scope, define milestones, manage testing, approvals, rollout activities, and ensure operational readiness across teams.

You will coordinate across DevOps squads and enterprise partners, working with Product Owners, Architects, Engineers, and Security to clarify outcomes, ownership, sequencing, dependencies, and acceptance criteria for successful releases

Qualifications

• Strong project-management experience delivering complex technology initiatives involving multiple squads, platforms, and enterprise partner teams.
• Experience with DevOps, CI/CD, security controls, source-code management, and deployment orchestration.
• Ability to build integrated plans, identify the true critical path, manage interdependent deliverables, and hold teams accountable.

Responsibilities

• Establish governance structures, meeting cadences, decision paths, delivery controls, and escalation mechanisms.
• Coordinate delivery across DevOps squads and enterprise partner teams (infrastructure, cloud, security, ServiceNow, data, QA).
• Clarify business and technical outcomes, roles, sequencing, acceptance criteria, dependencies, and constraints with stakeholders.
• Coordinate test planning, production-readiness reviews, releases, and post-implementation validation.
• Drive action closure and address delivery gaps, resource constraints, and integration dependencies.
• Prepare decision-focused status reports for program and leadership.

Skills

Project management

DevOps

Delivery management

Stakeholder management

Cross-functional coordination

Education

Bachelor's degree in CS/Engineering

Tools

Jira

Confluence

ServiceNow

Jenkins

Planview

Job description

• 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.