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.

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, Dev Ops, 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.

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 with in online gaming, fintech, payments, or other regulated digital industries

• Experience managing payment systems, transactional platforms, or Dev Ops-driven release pipelines

• 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.