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Sobeys

Director Technology Transformation Stores

Stellarton, NS, Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Apply by: Dec 4, 2026
Experience: 10+ years of relevant professional work experience, including 5+ years progressive experience in Information Technology and 3+ years of people leadership experience.
Posting language: English
Posted: Nov 4, 2026

Original job description

Embark on a rewarding career with Sobeys Inc., celebrated among Canada’s Top 100 employers where your unique contributions drive success.

Sobeys is full of exciting opportunities and we are always looking for bright new talent to join our team! We currently have a full-time opportunity for a Director Technology Transformation Stores Team. This role can be based out of one our main offices including: Stellarton, NS; Mississauga, ON; Montreal; QC.

As a Director Technology Transformation Stores with Sobeys, you will:

Own the end-to-end technology strategy, target-state architecture, and execution roadmap for the Next Gen POS program, taking a strong lens to how the technology enables long-term enterprise strategic initiatives
Build, lead, and develop the dedicated internal technology delivery organization while defining the need for external partners and managing them through delivery
Establish and operate a disciplined technology delivery model, tightly integrated with the overall POS program governance, planning, and execution cadence to ensure delivery on time, within budget, with a solution that is operationally resilient and secure to achieve expected business benefits
Partner with business teams (operations, merchandising, marketing, etc.) to shape requirements and outcomes, while constructively challenging assumptions and applying a future-state technology lens
Orchestrate end-to-end technology delivery across POS solution, integrations, testing, security, infrastructure, and other upstream / downstream systems, ensuring a cohesive, scalable, and future proof solution that meets business needs
Own vendor strategy and performance management across the POS and payments ecosystem, including delivery accountability and dependency management
Drive executive-level decision making and communication, proactively surfacing technology risks, options, and trade-offs across scope, cost, timeline, and operational impact to maintain momentum and alignment
Drive continuous enhancement of Electronic Shelf Label technology, in line with business goals and expectations
Drive end-to-end technology delivery and roll out of the Merchant Acquirer transition, including vendor coordination, implementation planning, financial trade-offs, and delivery against committed timelines
Manage day-to-day operations, enhancement, and stability of existing core store systems (including POS, payments, ESLs, etc)

Your Experience And Resume Will Show Us

Bachelors Degree in Computer Science, Business Administration, related degree, or relevant experience in Technology.
10+ years of relevant professional work experience, including 5+ years progressive experience in Information Technology and 3+ years of people leadership experience.
Proven success overseeing large-scale technical implementations and/or major business transformations enabled by technology, delivered on time, within approved budget, and to expected level of quality.
Experience in product management, working with complex vendors, and system integrations
Sound organizational, analytical, judgment and decision-making skills with proven abilities in problem-solving complex issues.
Proven ability to influence senior leadership and cross-functional teams.
Able to motivate team members and know how to efficiently make important decisions.
Excellent written and verbal communication skills.
Experience in retail and store system modernization is an asset.
Industry knowledge and technical expertise; knowledgeable on product life cycle and SDLC; Familiar with Project Management, Agile, Scrum, Waterfall, etc. methodologies.
Prioritization skills, with demonstrated experience executing tasks in a high-pressure environment.
Model a continuous improvement mindset, challenge the status quo by identifying opportunities to make things better.

Who We Are

Sobeys is one of Canada’s leading grocery retailers, with more than 1,600 stores across all 10 provinces and banners including Sobeys, Safeway, IGA, Foodland, FreshCo, Thrifty Foods, and Lawtons Drug Stores. Our 128,000 teammates and franchise affiliates are passionate about delivering great food and exceptional experiences to our customers and communities.

Learn More About Our Story And Culture

Who We Are | Why Work With Us

Total Rewards

We offer a Total Rewards package designed to support teammates at work and in life. Depending on role and eligibility, teammates may receive health and dental benefits, retirement and savings programs including an Employee Share Ownership Plan, a 10% in-store discount at participating banners, virtual healthcare and an Employee and Family Assistance Program, learning and development opportunities, parental leave top-up, and paid vacation.

Sobeys is committed to providing a compensation structure that is flexible, equitable and competitive in the market to enable performance and growth. To learn more about this opportunity including the expected range of compensation in accordance with Pay Transparency Legislation where required please click the “I’m interested” or "Apply" button above. Individual compensation is determined based on qualifications, experience, and internal equity within the range provided.

Additional Information

External websites may share our organization's job postings which includes compensation information based on similar roles and market benchmarks. These figures are provided for general comparison purposes only and are not issued or verified by our organization.

We may use Artificial Intelligence (AI) tools to support efficiencies in the candidate screening, assessment, and recruitment processes. These AI tools do not make hiring decisions on behalf of the Company. Hiring decisions are made by our Hiring Teams.

Sobeys is committed to creating accessible and inclusive hiring processes. We will work with applicants requesting accommodation at any stage of the recruitment process.

Please note: Successful candidates will be required to provide documentation to prove their legal ability to work in the position during the onboarding process. Documentation will be assessed by the employer prior to commencement of work.

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More about this job

Responsibilities

Lead the technology strategy, architecture, and end-to-end delivery of the Next Gen POS program, including integrations, testing, security, infrastructure, payments, and vendor performance. Build and lead the technology delivery organization, oversee store-system operations and enhancements, and drive executive decisions, the merchant acquirer transition, and electronic shelf label improvements.

Requirements

Requires a bachelor's degree in computer science, business administration, a related field, or relevant technology experience, along with 10+ years of relevant professional experience, including progressive IT experience and people leadership. Candidates should have a record of delivering large-scale technology implementations or transformations, experience with product management, vendors and integrations, strong leadership and communication skills, and familiarity with SDLC and project delivery methodologies.

Skills

Technology Strategy
Target-State Architecture
Technology Delivery
People Leadership
Vendor Management
Product Management
System Integration
Point-of-Sale Systems
Payments
Electronic Shelf Labels
Program Governance
Security
Infrastructure
Executive Communication
Agile and Scrum
Waterfall Project Management

Benefits

Health and Dental Benefits
Retirement and Savings Programs
Employee Share Ownership Plan
In-Store Discount
Virtual Healthcare
Employee and Family Assistance Program
Learning and Development Opportunities
Parental Leave Top-Up
Paid Vacation

Visa sponsorship

Not detected in the job text

Keywords

Next Gen POS
Point-of-Sale Systems
Target-State Architecture
Technology Strategy
Technology Transformation
Store Systems
Payments
Merchant Acquirer Transition
Electronic Shelf Labels
Vendor Management
Product Management
System Integrations
Program Governance
Technology Delivery
Testing
Security
Infrastructure
SDLC
Agile
Scrum
Waterfall
Retail
Store Modernization
Operational Resilience
People Leadership

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