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Senior Technical Project ManagerInitiate • ON, Canada
Senior Technical Project Manager

Senior Technical Project Manager

Initiate • ON, Canada
28 days ago
Job type
  • Full-time
Job description
Senior Technical Project Manager We are representing a high-growth, Canada-based online sportsbook and casino seeking an experienced Senior Technical Project Manager to lead complex software delivery initiatives in a regulated digital environment. This is a fully remote opportunity across Canada, ideal for a senior-level Technical Project Manager with strong Agile delivery experience, API integration expertise, and a background in managing cross-functional software development teams. If you thrive in fast-paced technology organizations and enjoy bringing structure, predictability, and governance to technical delivery, this role offers strong long-term career progression. What You Will Do As Senior Technical Project Manager, you will drive end-to-end software project delivery across multiple engineering squads. Key responsibilities include: Lead Agile sprint planning , roadmap alignment, and release management Own technical project planning, scheduling, and dependency management Coordinate cross-functional teams across Product, Engineering, QA, DevOps, and Compliance Manage third-party and API integrations within defined timelines Track delivery KPIs including velocity, burn-down, capacity, and milestone reporting Identify and mitigate technical delivery risks and bottlenecks Ensure backlog readiness and realistic capacity planning Provide structured status reporting to senior stakeholders This role requires strong governance, structured execution, and experience delivering complex system-based projects within regulated industries. All About You We are looking for a senior-level Technical Project Manager / Delivery Manager with: 10+ years experience in technical project management within software development environments Proven Agile delivery leadership across cross-functional engineering teams Demonstrated success delivering API integrations, platform enhancements, and complex technical initiatives Strong knowledge of SDLC, release management, and dependency planning Experience using Jira or similar project management tools Excellent stakeholder management and communication skills Ability to manage multiple concurrent software projects with competing priorities Highly desirable: PMP, CSM, or PMI-ACP certification Experience within online gaming, fintech, payments, or other regulated digital industries Experience managing payment systems, transactional platforms, or DevOps-driven release pipelines Additional Information Fully remote opportunity (Canada-wide) Competitive salary and comprehensive employer-paid benefits High-growth technology environment Strong leadership visibility and career progression opportunities Structured onboarding and collaborative team culture Salary: $115-140k per annum If you are a results-driven Senior Technical Project Manager looking for your next remote leadership opportunity in a fast-scaling digital business, get in touch. Disclaimers: This position does not use artificial intelligence during the hiring process.
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Senior Technical Project Manager • ON, Canada

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