Project Manager – Cloud, Application Modernization & Agile Delivery
- Location: Toronto, Ontario (Hybrid)
- Contract Length: 15 Months
We at Raise are hiring a Project Manager – Cloud, Application Modernization & Agile Delivery for one of our top clients. After establishing themselves as an industry leader, they’re now expanding their team to meet rising demand. We’re hiring right now; if you’re interested, apply below for your chance to join a great place to work.
Key Responsibilities:
1. Project Delivery Leadership
- Lead the full delivery lifecycle for application modernization, cloud migration, containerization, and platform transition initiatives.
- Build and maintain integrated project plans, migration waves, milestones, dependencies, access plans, onboarding plans, environment readiness trackers, and release roadmaps.
- Manage scope, schedule, budget, risks, issues, quality, change control, delivery velocity, and release commitments.
- Coordinate architecture, migration engineering, QA, DevOps, security, operations, vendor, offshore, and client teams across multiple delivery pods.
- Drive cutover readiness, stabilization, documentation, knowledge transfer, and transition-to-operations activities.
2. Scrum and Agile Delivery Support
- Apply Scrum practices to support sprint planning, backlog refinement, daily coordination, reviews, retrospectives, and continuous improvement.
- Use JIRA to coordinate work, track progress, assign tasks, manage blockers, support escalation paths, and report delivery status.
- Align Product Owners, Scrum Masters, technical leads, architects, QA, DevOps, and client stakeholders on priorities, dependencies, and delivery commitments.
- Track sprint, release, and wave progress using Agile metrics, dashboards, dependency reporting, and milestone readiness indicators.
3. Governance, Reporting, and Delivery Control
- Establish the project governance model, delivery cadence, decision framework, escalation path, and client-facing status rhythm.
- Prepare executive-level reporting covering progress, risks, financials, dependencies, testing status, security remediation, onboarding readiness, and business outcomes.
- Facilitate governance reviews, delivery checkpoints, Scrum-of-Scrums, release readiness reviews, cutover forums, and operational readiness meetings.
- Maintain project documentation, RAID logs, decision records, action registers, wave plans, runbooks, acceptance criteria, and handover artifacts.
4. Technical Readiness and Quality Oversight
- Validate readiness across access, VPN, environments, source code, interfaces, documentation, architecture, security, testing, and cutover planning.
- Support functional equivalence validation, regression readiness, API and smoke testing, security remediation tracking, performance considerations, monitoring, and operational readiness.
- Ensure testing, defect triage, remediation, release readiness, and transition activities are visible, tracked, and escalated when needed.
Must-Have Skills:
Project Management and Delivery
- Proven experience managing complex IT application modernization, cloud migration, infrastructure transformation, or consulting engagements.
- Strong understanding of the application modernization lifecycle, from assessment and planning through migration, deployment, and operational transition.
- Strong experience managing scope, schedule, budget, risks, issues, financials, governance, reporting, change control, and stakeholder communications.
- Demonstrated ability to coordinate cross-functional onsite, offshore, vendor, and client teams in accelerated delivery environments.
- Experience driving onboarding, access provisioning, environment readiness, dependency management, release planning, cutover preparation, knowledge transfer, and operational handover.
- Knowledge of modernizing applications using Google Kubernetes Engine (GKE) and containerized platforms, including deployment and orchestration with Helm.
- Solid understanding of platform upgrades, security fundamentals, vulnerability remediation, and patch management practices to minimize operational and security risks.
Scrum and Agile Practices
- Practical experience working with Scrum teams, Agile delivery models, JIRA workflows, and hybrid governance structures.
- Strong understanding of Scrum roles, ceremonies, artifacts, backlog management, sprint execution, release planning, and continuous improvement.
- Ability to manage Agile execution alongside formal client governance, security controls, release approvals, and delivery reporting expectations.
Tools and Reporting
- Experience using JIRA, MS Project, Excel, SharePoint, Power BI, or similar tools for project execution, Agile tracking, dependency management, and executive reporting.
- Ability to maintain dashboards, RAID logs, action registers, wave plans, onboarding trackers, financial trackers, quality metrics, and executive status materials.
- Strong ability to convert delivery data into concise, decision-oriented reporting for leadership, governance forums, and client stakeholders.
Leadership and Consulting Capabilities
- Strong executive communication, facilitation, negotiation, client-facing leadership, and stakeholder management skills.
- Consulting mindset with the ability to influence, clarify ambiguity, solve problems, and build client confidence from day one.
- Strong ownership, accountability, adaptability, urgency, and commitment to continuous improvement.
Preferred Qualifications
- PMP certification is required.
- Agile certification is required, such as Certified ScrumMaster, Professional Scrum Master, PMI-ACP, SAFe Agilist, or equivalent.
- Cloud, DevOps, or application modernization experience or certification is an asset.
Looking for meaningful work? We can help!
Raise is an established hiring firm with over 65 years of experience. We believe strongly in making the world a better place through work, which is why we’re a certified B Corporation and donate 10% of our profits to charity.
We strive to build teams that reflect the diversity of the communities we work in. We encourage all qualified applicants to apply, including people from traditionally underrepresented groups such as women, visible minorities, Indigenous peoples, people identifying as LGBTQ2SI, veterans, and people with visible/nonvisible disabilities.
We have a dedicated webpage for accommodations where you can learn more about what we offer and request accommodation: https://raise.jobs/accommodations/
In order to submit candidates for roles, our clients will sometimes require personal information to confirm the identity of applicants and their legal status to work. Raise will never ask you for personal or banking information unless you have been selected for a job. If you are ever unsure about the legitimacy of this or another job posting by Raise (or have any other questions), please contact us at +1 800-567-9675 or hello@raiserecruiting.com