Agile Delivery Manager

Agile Delivery Manager

About Upshop:

Upshop is the foremost provider of a SaaS platform designed to streamline forecasting ordering production and inventory optimization for food retailers and foodservice operators. Our unified platform simplifies and enhances daily workflows enabling smarter more connected operations across fresh production inventory management food safety and ordering.

Trusted by over450 retailers and operators across 50000 locations globally Upshop helps customers improve sales reduce waste increase operational efficiency and advance food safety and sustainabilityespecially in complex production-driven environments.

Role Summary

The Agile Delivery Manager / Program Manageris responsible fordriving delivery execution planning discipline and operational visibility across Product and Engineering teams. This role ensures teamsoperatewith clear commitments strongdeliveryhygiene consistent ways of working and transparent visibility into scope risks dependencies milestones and progress.

This is not a traditional Scrum Master role focused only on ceremonies. The role requires delivery management depth the ability to understand the work being delivered challenge readiness enforce process standards and create structure around active initiatives so Product and Engineering leadership can maketimelydecisions.

The ADM / Program Manager partners closely with Product Managers Engineering Managers UX Architecture Support and PMO to ensure teams are aligned commitments are credible risks are surfaced early and executionremainspredictable.

Responsibilities

Own andmaintaininitiative delivery tracking including scope milestones progress risks dependencies decisions and overall health.

Create andmaintainscorecards or structured tracking views for active strategic work that requires milestone visibility readiness tracking or leadership oversight.

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 andeazyBI.

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 before they create delivery risk.

Partner with Product and Engineering leadership to align priorities clarify tradeoffs and ensure delivery commitments make sense.

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 classificationdeliveryhygiene and escalation protocols.

Push back when process is bypassed including enhancements without proper intake production defects outside agreed support flows incorrect issue types or unclear ownership.

Drive follow-through and closure on action items risks decisions and open workstreams.

Support Inspect & Adapt retrospectives sprint reviews and continuous improvement actions with measurable follow-up.

Promote collaboration accountability and alignment across Product Engineering UX Architecture Support and PMO.

Qualifications

Bachelors 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 KanbanSAFe 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 andcommitmentcredibility.

Strong experience with Jira and Confluence; Jira Plans / Advanced Roadmaps andeazyBIpreferred.

Experience creating scorecards initiative trackers delivery dashboards risk logs or leadership status views.

Strong communicationskills 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.

What Success Looks Like

Teams enter PI Planning with clear priorities realistic commitments visible dependencies and known risks.

Active strategic work has structured visibility milestones owners risks decisions and closure criteria.

Leadership can clearly understand what is committed what has changed what is at risk and what decisions are needed.

Delivery risks are surfaced early with recommendations not discovered late.

Ways of working are consistently followed across teams.

The role reduces ambiguity improves predictability and creates stronger alignment across Product and Engineering.

The estimated pay ranges for this role are as follows:

• $115000 - 130000 CAD

The successful candidates starting salary will be determined based on permissible non-discriminatory factors such as skills experience and geographic location.