Technical Delivery Manager

Sporting Life Group • Vaughan, ON

9d • Hybrid

About The Position

The Technical Delivery Manager at Sporting Life Group is responsible for the end-to-end execution of the organization’s technology portfolio. This role ensures that initiatives are delivered predictably, transparently, and in alignment with business and technology strategy. The manager leads delivery execution across multiple concurrent initiatives, manages delivery resources, and collaborates closely with Product, Architecture, Business, and external vendors. Key responsibilities include owning delivery governance, capacity planning, roadmap execution, and delivery standards, while actively addressing blockers, managing risks, and driving outcomes across complex enterprise platforms.

Requirements

• 7–10+ years of experience in technical delivery, program management, or portfolio delivery roles.
• Proven experience delivering complex, cross‑functional technology initiatives at an enterprise level.
• Strong understanding of SDLC, Agile and hybrid delivery models, and delivery governance.
• Demonstrated experience with capacity planning, roadmap execution, and portfolio reporting.
• Experience managing vendors and third‑party delivery partners.
• Bachelor’s degree in computer science, Engineering, or a related discipline (or equivalent experience).
• Project management or Agile certification (PMP, PMI‑ACP, CSM, SAFe, or equivalent).
• Strong executive communication and stakeholder management skills.
• Ability to influence without authority in complex, matrixed environments.

Nice To Haves

• Experience in retail, ecommerce, or omnichannel environments.
• Hands‑on delivery experience with enterprise platforms such as ERP, POS, cloud platforms, and integrations.
• Prior experience with Microsoft D365 Finance & Operations and Salesforce ecosystems.
• Experience building or evolving delivery practices, frameworks, or PMO functions.

Responsibilities

• Own delivery execution across the technology portfolio, ensuring alignment to corporate and IT strategy.
• Lead intake, prioritization, and sequencing of initiatives from demand intake through post‑implementation review.
• Build, maintain, and evolve technology roadmaps based on system evolution, business priorities, and delivery constraints.
• Establish and maintain portfolio‑level reporting, dashboards, and metrics covering delivery progress, budget, risks, dependencies, and outcomes.
• Ensure delivery consistency, traceability, and visibility across all initiatives.
• Lead and coordinate delivery execution across multiple teams, business units, and vendors.
• Mobilize programs and projects, including scope definition, planning, budgeting, resourcing, and onboarding.
• Remove delivery blockers, manage interdependencies, and escalate issues when required.
• Ensure delivery plans are realistic, capacity‑aligned, and execution‑focused.
• Oversee backlogs and ensure they are effectively fed into delivery planning and execution.
• Apply Agile, hybrid, or waterfall delivery approaches as appropriate to initiative complexity and risk.
• Support consistent delivery standards, frameworks, and lifecycle practices across teams.
• Partner with Product, Architecture, and Technology leaders to improve delivery maturity and predictability.
• Drive adoption of delivery tooling, reporting, and metrics.
• Maintain clear, regular communication with senior stakeholders on progress, risks, tradeoffs, and decisions.
• Prepare and facilitate Steering Committees and senior governance forums as required.
• Ensure delivery transparency and alignment across Technology and Business stakeholders.
• Coordinate delivery effort across multiple banners and business units.
• Manage external delivery partners, including performance tracking, delivery quality, and adherence to timelines and standards.
• Support contract, budget, and capacity oversight for vendor‑led initiatives.
• Manage escalations and ensure vendors are integrated into SLG delivery governance.
• Identify, track, and mitigate delivery risks across programs and the portfolio.
• Ensure structured change management, operational readiness, and post‑implementation review.
• Champion quality, documentation, and knowledge transfer as part of delivery completion.
• Directly manage or coordinate Project Managers, Scrum Masters, and delivery resources (including contractors).
• Support performance management, coaching, and development of delivery resources.
• Promote accountability, collaboration, and continuous improvement within the delivery function.

Benefits

• Access to our benefits package, with the choice of different levels of health, dental, and vision coverage to suit you.
• Employee discounts at Golf Town, Sporting Life, and Team Town Sports that are shareable with friends and family.
• Team-first culture that celebrates an active, sports lifestyle.
• Fun, fast-paced hybrid environment where your passion for sport and style belongs.
• Vendor Pro Deals and expert product training to fuel your knowledge and performance.
• A salary range of $100,000 - $125,000 (dependent on experience), bonus, and opportunities to grow your career in the sports lifestyle.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager