Hiring a Senior Project Manager (Must have hands-on Workplace Benefits & Retirement / Group Benefits Program delivery experience). Preference will be given to candidates whose resumes clearly meet the required experience and requirements outlined below. Professionals with relevant experience may send their updated resume to Sriram.Parasa@brainhunter.com
Requirement Summary
- Job Role/Title: Senior Project Manager
- Anticipated Start Date: 3 weeks from offer (pending background checks)
- Job Type: Contract Opportunity. Initial contract for 10 months, with good possibilities of further extensions.
- Job Location: Toronto, ON / London, ON / Winnipeg, MB.
- Work Style: Hybrid Work - 3 days per week in the office required.
- Work Hours: 37.5 hours/week, typically Monday-Friday, 9:00 am to 5:00 pm
- Contractor to work extra time or be on-call: Yes, may require support overtime as needed. Extra hours will be required to support implementations and go-live dates.
- Rate Cap: Up to $100/Hr. (on Incorp). The final compensation will be negotiated between the contractor and recruiter based on experience and engagement terms.
- Interview: Teams interviews; 2 interviews
Position Overview
- We need an individual who is hands-on with Insurance / Banking / Financial Services domains especially with background in the WBR (Workplace Benefits & Retirement / Group Benefits) space, leading enterprise technology initiatives including ERP-aligned implementations such as SAP Analytics Cloud (SAC), delivering financial reporting transformation, customer engagement platform integration, project portfolio management (PPM) implementation, and governance across global stakeholders, and is quick to learn to take over the project.
- The Senior Project Manager plays a critical role in leading large, high-risk, multi-workstream digital transformation projects with significant business impact, within the Technology PMO, delivering innovative solutions that modernize insurance benefits and operations while elevating client experience. This role combines strategic project leadership, stakeholder engagement, and change management to drive impactful outcomes across enterprise platforms and emerging technologies.
- Working on the front line with our business partners, vendors, and other stakeholders, this role is highly visible and collaborative to deliver initiatives on time and within budget. It is a professional role that combines strong Project Management, Business Relationship, and Change Management skills to drive strategic outcomes and transformation. This role reports to the Manager, Project Delivery, within the Workplace Benefits & Retirement, Digital, AI, Applications and Platforms, and Canadian Operations & Business Enablement portfolio.
Responsibilities & Deliverables
- Accountable for end-to-end delivery of complex digital initiatives, driving innovation and transformation while ensuring alignment with PDLC, governance standards, and organizational objectives.
- Accountable for delivering business outcomes and ensuring alignment with organizational objectives.
- Partner with senior and executive stakeholders to influence decisions and manage trade-offs.
- Lead cross-functional teams through ambiguity and drive organizational change.
- Develop comprehensive project plans for large, complex initiatives with multiple workstreams, ensuring alignment with business objectives and governance standards, in partnership with internal and external stakeholders, and work with third-party vendors to integrate plans and align deliverables.
- Manage overall project governance including stakeholder communication, meeting facilitation, documentation, resources, financials, scheduling, and status reporting.
- Perform qualitative and quantitative risk analysis and manage complex budgets and forecasts.
- Develop detailed project plans, stakeholder matrix, RAID logs, cut-over plans, financial summaries, and executive steering presentations and dashboards, as required.
- Coordinate internal and external resources and monitor deliverables.
- Monitor and track projects in internal systems; monitor resource usage vs. budget and prepare and update cost plans regularly.
- Work proactively to resolve issues and mitigate risks.
- Adjust plans and communication to achieve desired outcomes.
- Ensure project documentation is complete and current.
- Conduct post-implementation reviews and document lessons learned.
- Build and foster productive relationships with stakeholders.
- Collaborate with security, risk, and compliance teams on required assessments and artefacts, and manage all technical project risks, ensuring compliance with established cyber and risk controls.
- Champion continuous improvement initiatives and participate in internal community-of-practice project management events and development opportunities.
- Mentor project managers and team members on processes and tools.
- Other duties as assigned.
Key Skillset and Qualifications for this Role
- We need an individual who is hands-on with Insurance / Banking / Financial Services domains especially with background in the WBR (Workplace Benefits & Retirement / Group Benefits) space, leading enterprise technology initiatives including ERP-aligned implementations such as SAP Analytics Cloud (SAC), delivering financial reporting transformation, customer engagement platform integration, project portfolio management (PPM) implementation, and governance across global stakeholders, and is quick to learn to take over the project
- Minimum 5 to 10 years of relevant experience managing large complex projects with multiple workstreams, including digital transformation initiatives, software implementations, integrations, and data migration.
- PMP or equivalent certification required; Agile/SAFe certifications considered an asset.
- Proven ability to lead large, complex projects in a fast-paced, dynamic environment.
- Proven ability to influence senior leadership and manage executive-level stakeholders, including communications and negotiations.
- Strong track record of stakeholder management and leading cross-functional teams to achieve project deliverables.
- Ability to lead through ambiguity, drive organizational change, and simplify complex situations to deliver results under tight deadlines.
- Deep understanding of Project Delivery Life Cycle (PDLC) and governance frameworks.
- Experience with digital platforms, AI, cloud technologies, and data-driven solutions considered an asset.
- Excellent oral, written, and interpersonal communication skills, including the ability to translate technical concepts into business terms for executive audiences.
- Strong presentation and facilitation skills, with confidence in formal speaking situations.
- Strategic thinking and decision-making.
- Ability to build and foster productive relationships across internal and external stakeholders.
- Strong client-centric focus while balancing technology and business expectations.
- Results-driven, collaborative, and adaptable to change.
- Ability to accommodate flexible schedules when required.
- Experience mentoring project managers and fostering high-performing teams.
- Experience delivering projects with enterprise-level impact.
- Relevant credentials such as PMI-PBA, Agile Certified Practitioner (PMI-ACP), Certified ScrumMaster (CSM), or SAFe Agilist are considered an asset.
- Advanced knowledge of project management methodologies (Agile, Waterfall, Iterative) and tools (MS Project, JIRA, Confluence, SharePoint).
- Bilingualism (English/French) is an asset.
How to Apply
Please email your up-to-date Resume/CV to Sriram.Parasa@brainhunter.com
We appreciate all the applicants for their interest in working with us; however, only those candidates shortlisted for the next steps in the hiring process will be contacted.
Thank you, and have a wonderful day!
