Senior Agile Delivery Lead

Upshop; Toronto; On-site; CAD 120,000 - 130,000; Full time

Job summary

Upshop, a leading SaaS platform for forecasting, ordering, production, and inventory optimization for food retailers and operators, seeks an Agile Delivery Manager / Program Manager. You will drive delivery execution, plan discipline, and provide visibility across Product and Engineering teams to ensure credible commitments and timely decisions.

You will work with Product, Engineering, UX, Architecture, Support, and PMO to align priorities, surface risks early, and maintain consistent delivery

Qualifications

• 5+ years of Agile Delivery, Program Management, or similar roles in software.
• Strong understanding of Agile and SDLC methodologies (Scrum, Kanban, SAFe, PI Planning).
• Experience coordinating across multiple Product and Engineering teams.
• Ability to challenge readiness, dependencies, and commitments.
• Proficient in Jira and Confluence; Jira Plans / Advanced Roadmaps and eazyBI preferred.

Responsibilities

• Own initiative delivery tracking: scope, milestones, progress, risks, dependencies.
• Create scorecards and trackers for active strategic work.
• Coordinate cross-team delivery and alignment on plans.
• Provide delivery visibility and forecasting across PI cycles.
• Promote consistent ways of working and escalation protocols.
• Drive blockers resolution and action follow-through.

Skills

Agile Delivery

Program Management

Delivery Operations

Scrum

Kanban

SAFe

PI Planning

Backlog Readiness

Cross-functional Leadership

Communication

Education

Bachelor's degree in business administration, management, technology, or related field

Tools

Jira

Confluence

Jira Plans

Advanced Roadmaps

eazyBI

Job description

Upshop, a leading SaaS platform for forecasting, ordering, production, and inventory optimization for food retailers and operators, seeks an Agile Delivery Manager / Program Manager. You will drive delivery execution, plan discipline, and provide visibility across Product and Engineering teams to ensure credible commitments and timely decisions.

You will work with Product, Engineering, UX, Architecture, Support, and PMO to align priorities, surface risks early, and maintain consistent delivery