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Added 12 mins ago
CL
Distribution Digital Support Specialist (Bilingual 12 month contract)
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- Full-time
…ensure that users are getting the most out of our technology systems. You will learn our business, learn, and understand our audience, and learn and understand our Canada Life tailored…
Added 12 mins ago
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Upshop

Director, Product Management

Mississauga, ON, Canada

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Job details

Posting language: English
Posted: Nov 9, 2026

Original job description

Director of Product Management

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 over 450+ retailers and operators across 50,000+ locations globally, Upshop helps customers improve sales, reduce waste, increase operational efficiency, and advance food safety and sustainability - especially in complex, production-driven environments.

Role Overview

Upshop is seeking a Director of Product Management to oversee the strategy, development, and delivery of product capabilities across two distinct core products within Upshop’s retail operations platform. In this leadership role, you will be responsible for defining the overarching product vision and leading a small, high-performing team of 2 Product Managers/Owners to drive operational efficiency, reduce waste, and maximize profitability for grocery retailers.

You will act as a strategic bridge between executive leadership, engineering, design, data science, and revenue teams. The ideal candidate has deep expertise in enterprise SaaS environments, a proven track record of scaling product teams, managing multiple-products, and demonstrated experience of building AI driven intelligent capabilities in the product.

Key Responsibilities

Portfolio Strategy & Leadership:

Define and execute the long-term vision, product strategy, and unified roadmap across two distinct core product lines.

Lead, mentor, and scale a small team of 1-2 PMs/POs fostering a culture of continuous discovery, operational empathy, and high accountability.

Establish product management best practices, frameworks, and success metrics (KPIs/OKRs) to measure portfolio health and delivery velocity.

Align product priorities directly with company-wide strategic objectives and growth targets.

Product Development & Delivery Oversight:

Partner with Engineering and UX leadership to establish robust processes for cross-functional collaboration and scalable delivery.

Oversee agile processes across teams, ensuring high-quality roadmap execution, proactive backlog management, and predictable release planning.

Drive platform scalability, ensuring features meet strict compliance, usability, data integrity, and performance standards.

Market, Customer, & Stakeholder Engagement:

Engage directly with executive-level customer champions and retail operators to understand complex industry workflows and market shifts.

Synthesize insights from Sales, Revenue, and Customer Success teams to validate high-value portfolio opportunities.

Act as the primary internal and external evangelist for your product portfolio, communicating strategy and product updates across the company.

Innovation & Technical Architecture Alignment:

Steer the integration strategy for the portfolio, ensuring seamless communication with complex retailer tech stacks, APIs, and enterprise systems.

Champion AI-driven innovation, identifying opportunities to embed machine learning, predictive analytics, and automated workflows into the SaaS products.

Qualifications

Required Experience:

Product Experience: 5-7+ years of total software product management experience in a SaaS or enterprise software environment.

Leadership Experience: Proven experience directly managing and developing full-time Product Managers for 2+ years

Portfolio Management: Prior ownership of multiple products or highly complex, multi-module enterprise software platforms.

Execution: Strong mastery of agile methodologies, product discovery frameworks, and cross-functional leadership.

Education: Bachelor’s degree in Business, Computer Science, Engineering, or a related field (or equivalent practical experience).

Technical & Innovation Competencies:

Architecture: Strong working knowledge of enterprise SaaS architecture, modern API frameworks, and third-party integrations.

AI & Analytics: Hands-on fluency with AI-enabled tools, and the judgment to guide teams in designing AI-driven features that solve real customer problems. You define the analytics and success metrics that prove the value and ROI our products deliver.

Communication: Exceptional storytelling and stakeholder management capabilities, with the ability to confidently present technical roadmaps to non-technical executive audiences.

Preferred Experience:

Industry Vertical Domain knowledge in grocery retail tech, supply chain automation, inventory management, or food retail operations.

Data Scale: Experience leading data-dense products that rely heavily on data science, machine learning models, or automated forecasting.

Working Relationships:

This role collaborates closely with:

Engineering Leadership (VP/Directors of Engineering)

Data Science & Analytics Teams

Product Marketing Teams

Revenue & Sales Executives

Customer Success Teams

Professional Services Teams

The estimated pay ranges for this role are as follows:

200,0000 - 250,000 CAD

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

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More about this job

Responsibilities

The Director of Product Management will define the long-term vision and strategy for two core product lines while leading a team of product managers. They will act as a strategic bridge between engineering, design, data science, and revenue teams to drive operational efficiency and product scalability.

Requirements

Candidates must have 5-7+ years of software product management experience in a SaaS environment and at least 2 years of direct leadership experience. A bachelor's degree in a relevant field is required, along with strong expertise in agile methodologies and enterprise software architecture.

Skills

Product Management
SaaS
Enterprise Software
Agile Methodologies
Product Strategy
Team Leadership
Portfolio Management
AI-driven Innovation
Predictive Analytics
Cross-functional Leadership
API Frameworks
Data Science
Stakeholder Management
Roadmap Execution
Inventory Management
Supply Chain Automation

Visa sponsorship

Not detected in the job text

Keywords

SaaS
Product Management
Enterprise Software
Agile
Product Strategy
Roadmap
AI
Machine Learning
Predictive Analytics
API
Inventory Management
Supply Chain
Grocery Retail
Data Science
KPIs
OKRs
UX
Software Development
Product Discovery
Scalability
Automation
Food Safety
Forecasting
Operational Efficiency
Stakeholder Management
Product Lifecycle
Technical Architecture
Retail Operations
Product Evangelism
Cross-functional Collaboration

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