Senior Project Manager

Job summary

Lead end-to-end delivery of a complex, multi-workstream claims and operations transformation, coordinating technology, operations, communications, and vendor teams. Manage governance, plans, risks, dependencies, executive updates, operational readiness, and go-live activities.

Job details

Senior Project Manager (Claims & Operations Transformation) 📍 Waterloo, ON (Hybrid - Onsite Tuesday to Thursday) 💰 $55.00/hr T4 + 4% Vacation Pay 📅 Contract: November 16, 2026 - May 28, 2027 (9 Months) ⏱️ Hours: Monday-Friday, 9:00 AM - 5:00 PM 🔄 Extension Possible | 💼 Potential for Permanent Conversion About the Opportunity Our client is seeking an experienced Senior Project Manager to lead a high-profile transformation initiative focused on claims and operations integration. This is an exciting opportunity to drive a complex, multi-workstream program from discovery through go-live while partnering with senior stakeholders and external vendors. This role is ideal for a seasoned delivery professional who thrives in fast-paced environments, excels at managing multiple workstreams, and has a proven track record delivering large-scale business and technology transformation programs. What You'll Be Doing Lead end-to-end delivery of a complex, multi-workstream implementation program Manage integrated project plans, milestones, dependencies, and critical path activities Coordinate across technology, operations, communications, and vendor teams Serve as the primary liaison between internal stakeholders and external delivery partners Drive program governance, including status reporting, risk management, issue resolution, and executive updates Facilitate decision-making and alignment across cross-functional teams Oversee operational readiness activities including SOP development, training, and go-live planning Support launch readiness assessments and production implementation Monitor project health and proactively mitigate risks to delivery Must-Have Qualifications ✅ Bachelor's degree in Business, Technology, Engineering, or a related field ✅ PMP Certification (or equivalent Project/Program Management certification) ✅ 9+ years of Project or Program Management experience ✅ Demonstrated experience managing: End-to-end program delivery across multiple workstreams Large-scale business transformation initiatives Vendor-led delivery environments Program governance, risk management, dependency tracking, and executive reporting Preferred Experience Insurance, claims, or financial services industry experience Claims operations implementation, transformation, or outsourcing programs Experience working with customer communication platforms including telephony, digital, or chatbot solutions Consulting background (Big 4 or similar) Operational readiness and go-live execution experience Key Skills Strong leadership and execution management capabilities Exceptional stakeholder and executive communication skills Advanced vendor management experience Strategic thinking combined with hands-on delivery expertise Strong problem-solving skills and ability to navigate ambiguity Why Join? ⭐ Lead an enterprise-level transformation initiative ⭐ Work closely with senior executive stakeholders ⭐ Own delivery across multiple critical business and technology streams ⭐ Gain exposure to a large-scale vendor-led implementation model ⭐ Help shape future operational models and customer experiences Interview Process 2 Virtual Interview Rounds Approximately 45 minutes each Apply If You Have Extensive project/program leadership experience PMP certification Experience delivering complex transformation programs Strong vendor management capabilities A proven ability to drive results in highly matrixed environments This is an excellent opportunity for a Senior Project Manager looking to make a significant impact on a high-visibility transformation program while working with senior leadership and key business stakeholders. Use AI for Hiring: Our recruitment process for this role includes the use of AI-based tools to help evaluate candidate qualifications and screen applications. Why Kelly? At Kelly®, we’re committed to finding rewarding opportunities that help you thrive—both professionally and personally. We partner with leading organizations across industries, connecting talented individuals to roles that fit their skills, interests, and goals. As part of the Kelly team, you’ll have access to a diverse network, ongoing career support, and resources to help you succeed. We value inclusion, respect, and work-life balance, and we offer competitive pay and benefits. Join us and discover what’s next for your career!

What you’ll do

Lead end-to-end delivery of a complex, multi-workstream claims and operations transformation, coordinating technology, operations, communications, and vendor teams. Manage governance, plans, risks, dependencies, executive updates, operational readiness, and go-live activities.

Requirements

Requires a bachelor's degree in Business, Technology, Engineering, or a related field; a PMP or equivalent project/program management certification; and at least nine years of project or program management experience. Candidates must have experience delivering large-scale, multi-workstream transformations in vendor-led environments, including governance, risk management, dependency tracking, and executive reporting.

Benefits

• Vacation Pay

Listed skills

• Project management · Preferred
• Stakeholder Management · Preferred
• Risk Management · Preferred
• Problem solving · Preferred
• Change Management · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

• Project Management
• Program Delivery
• Business Transformation
• Vendor Management
• Stakeholder Management
• Executive Communication
• Project Governance
• Risk Management
• Dependency Tracking
• Integrated Project Planning
• Cross-Functional Leadership
• Operational Readiness
• Go-Live Planning
• Claims Operations
• Problem-Solving
• Change Management

Job areas

• Management & Leadership
• Consulting
• Finance & Accounting
• Technology

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