Senior Technical Project Manager

🚀 IT Project Manager –INSURANCE/HEALTH CARE/BENEFITS ADMINISTRATION Drive the future of digital transformation Ottawa, Montreal, and Toronto – HYBRID CONTRACT Drive the Future of Digital Transformation Are you a senior IT Project Manager with a proven track record of delivering mission-critical solutions? Are you passionate about driving change and leading technical teams toward excellence? This is your chance to step into a high-impact role where your expertise truly matters. We are looking for a strategic leader to drive the end-to-end delivery of complex technical solutions, managing the execution of software implementations, core system migrations, and data exchange integrations. What You Will Do Lead Project Delivery: Drive the planning, execution, and closure of IT projects with a focus on employee benefits portals, automated enrollment workflows, and billing systems. Manage White-Label Platforms: Oversee the configuration and deployment of white-label software solutions for clients. You will balance tenant-specific configurations (branding, UI, and workflows) with core product scalability to ensure seamless tenant onboarding and brand consistency. Bridge the Gap: Collaborate closely with product owners and software engineering teams to align timelines and scope. You excel at translating complex technical jargon into clear, actionable project requirements. Navigate Methodologies: Maintain clear project roadmaps, run sprint cycles, track dependencies, and manage budgets using tools like Jira, Confluence, or Smartsheet. Uphold Compliance: Ensure all software deployments, data exchanges (such as HIPAA/EDI transactions), and architecture alignments satisfy stringent regulatory and healthcare standards. Stakeholder Management: Collaborate closely with product owners, and software engineering teams to align timelines and scope. . Exceptional ability to translate complex technical jargon into clear, actionable project requirements. What You Bring Proven Domain Expertise: Strong experience managing IT projects within the insurance, healthcare, or employee benefits administration space. Strong Leadership: A background in guiding development teams through both Agile and Waterfall environments. Technical Savvy: Comfort navigating multi-tenant architecture alignments and data exchange integrations. Excellent Communication: Top-tier stakeholder management skills with the ability to keep cross-functional teams aligned. · Due to the overwhelming volume of responses, we cannot respond to everyone, only those applicants selected for interviews will be contacted. Final candidates will undergo a security screening. NOTE: this is a Hybrid Role

Lead the end-to-end delivery of complex IT projects, including software implementations and core system migrations for insurance and healthcare sectors. Manage white-label platform configurations and coordinate between product owners and engineering teams to align project scope and timelines.

Requires a senior IT Project Manager with proven domain expertise in insurance, healthcare, or employee benefits administration. Must be proficient in both Agile and Waterfall methodologies and comfortable with multi-tenant architecture and regulatory compliance standards.

• JiraPreferred
• Stakeholder ManagementPreferred

Identified from the job description. Confirm important requirements above.

• IT Project Management
• Digital Transformation
• Software Implementation
• Core System Migration
• Data Exchange Integration
• White-Label Platform Management
• Agile Methodology
• Waterfall Methodology
• Stakeholder Management
• Multi-tenant Architecture
• HIPAA Compliance
• EDI Transactions
• Jira
• Confluence
• Smartsheet
• Budget Management

• Technology
• Management & Leadership
• Healthcare
• Finance & Accounting
• Software

Minimum experience

10+ years

Apply by

Oct 8, 2026

Posting language

English

Working hours

40 hours per week

Seniority

Mid-Senior level

Application method

Direct apply is available