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Senior Technical Project Manager

📍 Canada

Business Initiate International

Job Description

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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Job Details

Posted Date: March 1, 2026
Job Type: Business
Location: Canada
Company: Initiate International

Ready to Apply?

Don't miss this opportunity! Apply now and join our team.