System Administrator, Retail

Who We Are
Talize – Where Passion Meets Purpose
At Talize, we're more than a workplace, we're a movement for sustainable living. Every day, you help communities shop with purpose, combining fashion and environmental impact.

We believe opportunity is always in style. Whether you're on the floor or behind the scenes, you'll grow, thrive, and make a difference for your future and the planet.

Our culture is fast-paced, fun, and people-first. We celebrate diversity, creativity, and collaboration, where every voice matters and every win counts.

Why Join Us?
We reward great work with great benefits — supporting your well-being on and off the clock.

Ready to make an impact? Let's do it together.

Who You Are
The ideal candidate is proactive, agile, and business savvy individual who is committed to getting better everyday.  You are a passionate influencer with strong communication skills, who is open to giving and receiving feedback.  You are customer-centric with an ability to act as a mentor amongst your peers.  Of course, you also deliver consistent results by aligning yourself with Talize's values. 

The Role
The Systems Administrator is a hands-on professional who thrives in a fast-paced retail environment managing Point of Sale (POS), Payment Terminals, Warehouse Inventory Management, and Labeling/Barcoding systems. This role is key to maintaining business continuity, driving process improvements, and enabling scalable growth across Talize locations.

Work Location:
This is an on-site role located at 67 Alexdon Road, North York, ON, M3J 2B5

What the Role Owns

• Oversee the administration and maintenance of Point of Sale (POS) systems, payment terminals, warehouse inventory management systems, and labeling/barcoding applications.
• Ensure infrastructure reliability, security, and alignment with company standards and strategic objectives.
• Maintain accurate and up-to-date documentation, configurations, and procedures for all managed systems.
• Support IT leadership with planning and implementation of system rollouts, upgrades, and process improvement initiatives.

What the Role Executes

• Administer and maintain POS systems and related peripherals, including payment terminals, barcode scanners, receipt printers, weight scales and card readers, as well as barcoding and warehouse inventory management systems and applications.
• Manage software environments including production, test, and training.
• Coordinate, test, and implement system updates, hardware upgrades, and patches.
• Implement and manage loyalty program updates and promotional configurations across the retail environment.
• Import and manage seasonal inventory changes to ensure accurate and timely updates across all retail systems.
• Optimize database performance through efficient query design, capacity analysis, and proactive resource planning to ensure stability and responsiveness across all retail systems.
• Troubleshoot, debug, and resolve runtime and application issues.
• Create and maintain detailed system documentation and user tutorials.
• Manage Service Desk tickets, ensuring accurate documentation, regular updates, and resolution in accordance with SLAs.
• Provide end-user training and maintain a strong customer service focus.
• Participate in after-hours support rotation; after-hours, weekend, and holiday work may be required.

What the Role Contributes to the Business

• Ensures resilient, secure, and compliant IT operations.
• Reduces downtime and improves system uptime across all retail platforms.
• Enhances user satisfaction through proactive support and stable systems.
• Strengthens data integrity and business continuity through effective planning and maintenance.
• Optimizing and automating on-going day to day business systems functions.
• Supports cost-effective and scalable IT growth aligned with Talize's strategic goals.
• Effective communication of all business system changes and upgrades.

Core Competencies

• Communication: effective verbal and written communication skills are crucial for conveying ideas, collaborating with colleagues, and presenting information clearly.
• Technical Proficiency: Strong expertise in Windows Server (2016–2022), SQL, POS, CRM, Barcoding and Warehouse Inventory management systems.
• Adaptability: the ability to quickly adjust to changing circumstances and embrace new technologies, processes, or methods.
• Problem Solving: the capacity to identify challenges, analyze them, and develop practical solutions.
• Time Management: efficiently managing one's own time and tasks to meet deadlines and goals.
• Teamwork: collaborating with others, valuing diversity of perspectives, and contributing to group success.
• Technical Proficiency: proficiency in the necessary tools, software, and equipment relevant to the individual's role.
• Critical Thinking: the ability to evaluate information and make informed decisions based on evidence and logic.
• Self-Motivation: taking initiative and being proactive in pursuing personal and professional development.
• Emotional Intelligence: understanding and managing one's emotions and effectively relating to others in the workplace.
• Ethical and Professional Behavior: demonstrating integrity, honesty, and professionalism in all interactions.

Education, Experience and Requirements
Must have:

• 5+ years of experience managing POS, Payment Terminals, and Warehouse Inventory applications in a distributed retail environment.
• Bachelor's degree in a computer-related field
  or
  10 years of equivalent experience.
• Experience with SQL Server (2017–2025), including database administration, SQL scripting and query optimization, stored procedure development, and routine maintenance.
• Hands-on experience with Windows Server (2016–2022) administration.
• Experience with Labeling/Barcoding systems (Toshiba TEC printers a plus).
• Tier-1 and Tier-2 Help Desk support experience (5+ years).
• Excellent communication, analytical, and problem-solving skills.

Good to have:

• Vendor and budget management experience.
• Familiarity with Git, scripting, and SDLC best practices.
• Experience using Project Management tools.
• Knowledge of PCI Compliance and payment gateways

Certifications (Preferred):

• Microsoft Certified Systems Administrator (MCSA) or equivalent.
• CompTIA Security+ or ITIL Certification.

Physical Requirements and Work Environment

• The role involves extended periods of sitting, using computers, servers, and peripherals, and performing tasks requiring fine motor skills, attention to detail, and sustained concentration.
• Occasional standing, walking, bending, and lifting of IT equipment (up to 25–40 lbs) is required, such as servers, networking gear, POS terminals, or computer peripherals.
• Work may occasionally take place in server rooms, wiring closets, or warehouse spaces, which can involve exposure to moderate noise, dust, or temperature variations.
• The position may require occasional travel to Talize retail stores for new store setups, maintenance, or upgrade projects.
• Regular business hours apply; however, after-hours, weekend, or holiday work may be necessary during critical system upgrades, outages, or emergency support rotations.
• The role requires reliable internet connectivity and access to secure systems
• Ability to work on-call rotational shift and provide support during off-hours as required.

Our Commitment to Inclusion & Accessibility
Talize is an equal opportunity employer and is committed to fostering an inclusive and accessible environment, where all Team Members and customers feel valued, respected, and supported. We thank you for your interest in employment opportunities at Talize.  Please note, only the candidates who are selected for an interview will be contacted.  Talize welcomes and encourages applications from people with disabilities.  Accommodations are available on request for candidates taking part in all aspects of the selection process.