Technical Project Manager

1 day ago

Charles Street W Suite Ontario Kitchener NGH Canada ProNavigator Full time $120,000 - $180,000 per year

About ProNavigator
ProNavigator is the first AI-powered knowledge platform built specifically for insurance. More than 10,000 underwriters, claims, operations, brokers, and agents rely on us every day to find accurate answers in seconds. As we deepen our technical and AI capabilities, we're scaling a platform that is trusted for security, speed, and reliability.

The Role
We are hiring a Technical Project Manager to drive complex SaaS deployments for our enterprise and strategic customers. You will own projects end-to-end - from discovery and scoping through go-live and post-launch optimization - working hand-in-hand with Engineering, Sales, Product, and Customer Success.

Your success will set the foundation for a repeatable deployment playbook as we scale to hundreds of enterprise implementations.

What You'll Do
  • Manage the full project lifecycle for multiple customer deployments, maintaining clear scope, timeline, and success metrics.
  • Serve as the primary point of contact for project updates, risks, and decisions; build trusted relationships with client stakeholders.
  • Translate business objectives into technical requirements, and partner with Product, Engineering and Sales to design scalable approaches.
  • Coordinate cross-functional resources, track dependencies, surface risks early, and drive mitigation plans.
  • Establish test plans and acceptance criteria, ensure smooth cut-over, and monitor initial performance.

What You Bring
  • 4+ years managing enterprise SaaS or cloud deployment projects, ideally in data or AI-driven products.
  • Proven ability to work with cross-functional teams and external stakeholders from kickoff through successful go-live.
  • Solid grasp of modern SaaS architecture and concepts such as APIs, cloud security, data pipelines, and LLM workflows.
  • Clear, concise communication skills - written, verbal, and presentation.
  • Experience with agile project tools (Jira, Asana, or similar) and standard project metrics.
  • Strength in risk analysis, prioritisation, and problem solving under tight timelines.
  • Bachelor's degree in Computer Science, Engineering, Business, or a related field. PMP or similar certification is an asset but not required.

Why Join
  • Equity plus competitive salary - participate directly in the company's upside.
  • 4 weeks of paid time off
  • Remote-first with quarterly in-person sessions.
  • Comprehensive benefits
  • Work closely with customers; your work shapes how insurance organizations adopt cutting-edge AI.


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