Upshop

Agile Delivery Manager

Mississauga, Ontario, Canada. Posted 10 days ago

The role

The Agile Delivery Manager drives delivery execution, planning discipline, and operational visibility across Product and Engineering teams. This role ensures teams operate with clear commitments, delivery hygiene, and transparent visibility into scope, risks, and progress.

What you will do

  • Own and maintain initiative delivery tracking including scope, milestones, progress, risks, dependencies, decisions, and overall health.
  • Create and maintain scorecards or structured tracking views for active strategic work.
  • Orchestrate cross-team delivery ensuring alignment on sequencing, dependencies, milestones, and execution plans.
  • Provide delivery visibility and forecasting across PI cycles using data, metrics, Jira, Jira Plans, and eazyBI.
  • Support Pre-PI and PI readiness by ensuring teams have clear priorities, groomed work, capacity alignment, dependencies, risks, and realistic commitments.
  • Challenge unclear scope, weak readiness, missing dependencies, unrealistic commitments, or ambiguous ownership.
  • Partner with Product and Engineering leadership to align priorities and clarify tradeoffs.
  • Manage cross-team dependencies and drive resolution of delivery blockers.
  • Communicate initiative status, risks, decisions needed, and progress to stakeholders and leadership.
  • Ensure consistent ways of working across teams including intake paths, issue classification, delivery hygiene, and escalation protocols.

Required qualifications

  • Bachelor’s degree in business administration, management, technology, or related field.
  • 5+ years of experience in Agile Delivery, Program Management, Technical Program Management, Delivery Operations, or similar roles in software development.
  • Strong understanding of Agile and SDLC methodologies, including Scrum, Kanban, SAFe, PI Planning, and backlog readiness.
  • Experience working across multiple Product and Engineering teams in complex delivery environments.
  • Experience managing cross-team dependencies, delivery risks, milestones, and execution plans.
  • Ability to understand technical and product work deeply enough to challenge readiness, implications, risks, and commitment credibility.
  • Strong experience with Jira and Confluence required.
  • Experience creating scorecards, initiative trackers, delivery dashboards, risk logs, or leadership status views.
  • Strong communication skills with the ability to summarize delivery status, risks, tradeoffs, and decisions clearly.
  • Ability to influence without direct authority across Product, Engineering, Support, UX, Architecture, and PMO.
  • Comfortable enforcing process standards, challenging ambiguity, and driving alignment when ownership or intake paths are unclear.

Nice to have

  • Jira Plans / Advanced Roadmaps and eazyBI preferred.

About the company

Upshop is a provider of a SaaS platform designed to streamline forecasting, ordering, production, and inventory optimization for food retailers and foodservice operators. The platform helps customers improve sales, reduce waste, and increase operational efficiency.

Agile Delivery Manager at Upshop | JobZoey