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 managementOwn technical project planning, scheduling, and dependency managementCoordinate cross-functional teams across Product, Engineering, QA, DevOps, and ComplianceManage third-party and API integrations within defined timelinesTrack delivery KPIs including velocity, burn-down, capacity, and milestone reportingIdentify and mitigate technical delivery risks and bottlenecksEnsure backlog readiness and realistic capacity planningProvide structured status reporting to senior stakeholdersThis role requires strong governance, structured execution,



and experience delivering complex system-based projects within regulated industries.All About YouWe are looking for a senior-level Technical Project Manager / Delivery Manager with:10+ years experience in technical project management within software development environmentsProven Agile delivery leadership across cross-functional engineering teamsDemonstrated success delivering API integrations, platform enhancements, and complex technical initiativesStrong knowledge of SDLC, release management, and dependency planningExperience using Jira or similar project management toolsExcellent stakeholder management and communication skillsAbility to manage multiple concurrent software projects with competing prioritiesHighly desirable:PMP, CSM, or PMI-ACP certificationExperience within online gaming, fintech, payments, or other regulated digital industriesExperience managing payment systems, transactional platforms, or DevOps-driven release pipelinesAdditional InformationFully remote opportunity (Canada-wide)Competitive salary and comprehensive employer-paid benefitsHigh-growth technology environmentStrong leadership visibility and career progression opportunitiesStructured onboarding and collaborative team cultureSalary: $115-140k per annumIf you are a results-driven Senior Technical Project Manager looking for your next remote leadership chance in a fast-scaling digital business, get in touch.Disclaimers: This position does not use artificial intelligence during the hiring process.

📌 Senior Technical Project Manager - C$115,000 - C$140,000 A Year - Remote (Mississauga)
🏢 Initiate International
📍 Mississauga