Full-Time

Engineering Manager

Upshop

Upshop

201-500 employees

Retail SaaS optimizing fresh-food operations

Compensation Overview

CA$130k - CA$170k/yr

Mississauga, ON, Canada

In Person

Bachelor's, Master's

Category
Engineering Management (1)
Required Skills
PowerShell
Datadog
Bash
PHP
Microsoft Azure
Agile
JavaScript
React.js
Laravel
Git
Microsoft Windows
Bootstrap
Jest
TypeScript
Microservices
C#
JIRA
Observability
DevOps
Linux/Unix
HTML/CSS

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Requirements
  • Strong people management and leadership skills with the ability to coach, motivate, and develop high-performing teams.
  • Solid understanding of Object-Oriented Programming, Object-Oriented Design, functional programming, and N-Tier architectures.
  • Experience working with cloud-based, microservice-oriented systems.
  • Strong written and verbal communication skills with the ability to work effectively with technical and non-technical stakeholders.
  • Strong organizational, analytical, troubleshooting, and problem-solving skills.
  • Customer-, service-, and results-oriented, with a strong sense of ownership and accountability.
  • Process-oriented and able to operate effectively in a fast-paced environment with minimal supervision.
  • Bachelor’s or Master’s degree in Computer Science, Engineering, or equivalent experience.
  • At least 6 years of professional experience across the full software development lifecycle.
  • Hands-on experience with React, JavaScript, TypeScript, HTML, and CSS/Bootstrap.
  • Hands-on experience with C#, PHP, and the Laravel Framework.
  • Hands-on experience with Azure Cosmos DB, Azure SQL, MS SQL, and ODBC.
  • Experience with source control, pull requests, and code reviews using GitHub and Azure DevOps.
  • Experience working in agile development environments using JIRA and GitLab.
  • Familiarity with CI/CD pipelines, release management, and deployment automation.
  • Experience using DataDog or similar observability and monitoring tools.
  • Understanding of test-driven development and testing frameworks such as PHPUnit, Jest, and Google Test.
  • Knowledge of Linux and Windows operating systems, command-line tools, and basic scripting with PowerShell and Bash.
  • Comfort guiding teams in the use of AI-assisted development tools such as Cursor.
  • Ability to adapt to change and thrive in a dynamic, fast-paced environment.
Responsibilities
  • Lead and manage engineering teams as they design, build, test, and deliver high-quality software on schedule while balancing efficiency, cost, and customer satisfaction.
  • Hire, onboard, train, and develop engineering talent; conduct regular one-on-ones, performance reviews, and team meetings to support career growth and performance objectives.
  • Set clear team goals and objectives aligned with departmental and company priorities.
  • Provide leadership, coaching, and motivation to drive accountability, ownership, and consistent execution.
  • Ensure timely resolution of escalations and partner with the Senior Director of Software Engineering on issues impacting delivery, quality, or timelines.
  • Design, code, review, and guide development of customer-facing features and backend services using C#, React, PHP, and cloud-native services.
  • Participate in architectural discussions and guide teams on N-Tier architectures, microservices, and cloud-based solutions.
  • Promote engineering best practices, including clean, maintainable, and defect-free code; enforce standards through source control, pull requests, and code reviews using GitHub and Azure DevOps.
  • Support testing cycles and post-production deployments to ensure stable, reliable releases.
  • Ensure new work meets the Definition of Ready prior to sprint commitment; provide estimates and ensure timely assignment of work.
  • Collaborate with Product, QA, Customer Support, and Operations to translate business requirements into functional and technical solutions.
  • Monitor and report on team progress, sprint velocity, throughput, and delivery health.
  • Use observability and monitoring tools such as DataDog to ensure application performance, reliability, and operational health.
  • Encourage and guide responsible adoption of AI-assisted development tools such as Cursor to improve developer productivity, code quality, and delivery efficiency.
  • Contribute to technology and product roadmap planning for business-critical applications under the guidance of the Senior Director of Software Engineering.
Desired Qualifications
  • Experience working with large enterprise software deployments and solution-based products.
  • Exposure to retail grocery, food retail, or large enterprise technology environments.
  • Experience working in cross-functional, fast-growing organizations.

Upshop provides a subscription-based software platform for grocery stores and supermarkets to optimize fresh food operations. It integrates tools for smarter ordering, inventory management, and demand forecasting to help retailers keep produce, dairy, meat, and bakery items well-stocked while reducing waste. How it works: retailers pay a regular fee to access Upshop’s platform, which coordinates ordering, tracks inventory levels, and analyzes demand to predict how much product to buy and when to reorder. Premium features or customized options may add to the base price. How it stands out: Upshop targets the fresh food segment and large retail chains, aiming to improve availability and profitability specifically for perishable items, which can be more challenging to manage than other groceries. Goal: help retailers increase sales and improve margins by delivering fresher products to customers with less waste and lower costs.

Company Size

201-500

Company Stage

Series D

Total Funding

$1.8M

Headquarters

Tampa, Florida

Founded

1989

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Simplify Jobs

Simplify's Take

What believers are saying

  • Upshop serves 450 retailers and 55,000 stores, per June 2026 company materials.
  • ReposiTrak's January 2026 traceability tie-in targets FDA compliance and shrink reduction.
  • National grocer eCommerce customers reported $14 million annual savings in January 2026.

What critics are saying

  • Afresh's March 2026 expansion into all departments attacks Upshop's fresh-to-center-store moat.
  • Toast entered grocery in 2026, commoditizing labeling and scale integration for independents.
  • Failed cloud migrations during Elevate 2026 trigger churn and stall renewals.

What makes Upshop unique

  • June 2026 Cockpit, Commissary 360, and open API unify fresh, labor, waste workflows.
  • January 2026 Toast integration stays hardware-agnostic across hundreds of scale models.
  • July 2026 customer awards named Wegmans, The Fresh Market, Gelson's, and Longo's.

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Benefits

Hybrid Work Options

Competitive Salary

401(k) Company Match

Unlimited Paid Time Off

Home Office Stipend

Growth & Insights and Company News

Headcount

6 month growth

30%

1 year growth

30%

2 year growth

30%
Business Wire
Jun 10th, 2026
Upshop unveils AI-powered retail platform to boost efficiency and cut waste at Altitude 2026

Upshop, a provider of AI-powered retail operations software, has unveiled several innovations at its Altitude 2026 conference in Denver. The company introduced Cockpit, an action layer that transforms insights into prioritised tasks for store teams, and Commissary 360, which centralises production planning across multiple locations. The announcements include the Elevate Program, a structured framework helping retailers transition to Upshop's cloud platform, and an open API enabling integration with existing systems. Upshop's agentic AI autonomously identifies priority actions across demand, inventory, labour and waste management. The company serves over 450 retailers and 55,000 stores worldwide. CEO Mike Sanders said the innovations help grocers "move from reactive decisions to proactive, customer-first performance" by bringing intelligence directly into store operations.

Business Wire
Jan 8th, 2026
Upshop Partners with Toast to Bring Hardware-Agnostic Labeling and Scale Integration to Grocery and Deli Retailers

Upshop partners with Toast to bring hardware-agnostic labeling and scale integration to grocery and deli retailers. AUSTIN, Texas-(BUSINESS WIRE)-Upshop Inc., a leader in connected store solutions for grocery and food retail, today announced an integration with Toast, the all-in-one digital platform built for hospitality, as Toast continues to expand its retail capabilities, including into grocery and fresh food markets. This integration will offer a labeling, scaling and printing solution that can help simplify fresh item management and enhance operational flexibility across independent and regional grocery chains. "Grocery operators need flexibility, not barriers, when it comes to their in-store technology," said Chris Renda, Chief Revenue Officer at Upshop. Share The collaboration combines Upshop's hardware-agnostic label and scale management technology with Toast's point-of-sale and back-office platform and can help provide a key differentiator that allows grocers to connect to 100s of scale or label printer models, avoiding the hardware lock-ins common with proprietary systems. Implementation and ongoing service for the joint solution will be provided by Truno, a technology partner for both organizations. "Grocery operators need flexibility, not barriers, when it comes to their in-store technology," said Chris Renda, Chief Revenue Officer at Upshop. "Our open, hardware-agnostic approach gives retailers the freedom to work with their existing scales and label printers while seamlessly connecting through Toast's digital backbone." By uniting POS data with in-store labeling and scaling, the Upshop - Toast solution helps streamline labeling, product tracking, and price management from one connected platform. The result is a more efficient and consistent experience for operators managing high-volume deli, bakery and prepared foods departments. James Saylor, Head of Retail Commercialization at Toast, added, "We're thrilled to partner with Upshop as we bring our technology into more grocery and fresh market environments. Upshop's proven expertise in scales and labeling perfectly complements Toast's mission to simplify operations for food businesses of all types. This partnership helps enable grocers to deliver the speed, accuracy, and digital integration today's shoppers expect." About Upshop Upshop is the leading provider of AI-powered retail operations software, helping grocers and convenience stores sell more and waste less through a unified platform that synchronizes forecasting, ordering, production, and inventory across the store. From Fresh to Center Store, DSD to eCommerce, Upshop empowers better decisions, faster actions and more connected teams that improve labor efficiency, reducing shrink and driving profitability. With over 450 retailers and 55,000+ stores globally relying on Upshop to manage mission-critical operations, the impact is evident: In fact, one national grocer utilizing eCommerce order management and fulfillment functionality reported over $14 million in annual savings, in addition to increased basket sizes when using conversational commerce. To learn more about the Total Store Operations Experience, visit https://upshop.com/, and watch customer testimonials at Upshop Total Store Operations Experience - YouTube.

The Shelby Report
Sep 29th, 2025
Upshop Launches AI-Driven Grocery Operating Platform

Upshop introduced Upshop 360, a unified grocery operating system, Sept. 29 at Groceryshop 2025.

Retail TouchPoints
Jul 7th, 2025
Gelson's Adopts Data-Driven Store Operations Solution

Gelson's Markets has partnered with Upshop as part of an initiative to better use data, AI and operational insights to make operations more efficient and customer-centric at its 26 Southern California supermarkets.

SmartBrief
May 29th, 2025
Upshop enhances fresh ordering with unified platform

Upshop has introduced a total store ordering platform that integrates fresh perimeter and other departments to enhance fresh ordering.