Systems Administrator

About StickerYou

StickerYou is a leading global e-commerce company for custom die-cut products such as stickers, labels, decals, temporary tattoos, and more. Our proprietary platform infuses automation technology and creativity to empower anyone to make the best custom products in any size, shape, and quantity. Business and consumers can make their marketing, packaging, décor, or personal expression professional grade.

We believe in the enormous power of customization. We are a smart, creative, and passionate group dedicated to growing the most talented and engaging people in Toronto, Canada. We proudly make custom products locally for the global market using software and advanced digital manufacturing.

We make what matters stick!

The Role

As a Systems Administrator you will be responsible for supporting the day to day office activities related to normal everyday computers and network usage for the office and remote users. Additionally, routine activities related to the on- and off-boarding process of StickerYou employees.

What You Will Do

• Install, configure, provision, and maintain company computers, mobile devices, software, and peripherals, including monitors, printers, IP phones, and other network-connected equipment.

• Manage IT infrastructure, including Windows Server, Active Directory, Group Policy, DNS/DHCP, Wi-Fi, VPN, remote access, file sharing, network printers, firewalls, and other network services.

• Manage and maintain Hyper-V virtualization environments, including building, configuring, patching, monitoring, and recovering virtual machines.

• Monitor and maintain servers, network equipment, security devices, server room equipment, and hosted IaaS environments supporting the company’s public and private software solutions.

• Develop, implement, and maintain IT security, remote access, antivirus, backup, data protection, and disaster recovery policies and procedures.

• Design and maintain backup and disaster recovery strategies, including executing recovery plans to minimize downtime and protect critical business data.

• Proactively monitor business-critical IT infrastructure, implement monitoring and alerting systems, troubleshoot issues, and develop action plans to address service disruptions and potential disasters.

• Manage IT hardware and software inventory, procure equipment and licenses as needed, and coordinate with third-party IT service providers, including internet and IP phone vendors.

• Maintain accurate documentation of IT infrastructure, network configurations, security procedures, and troubleshooting guides to support reliable day-to-day operations.

Requirements

• Degree/diploma in CS (or equivalent) with 1–3 years in IT Support or Systems Administration.

• Hands-on knowledge of networking, Windows Server, Active Directory, virtualization, and IT admin tools.

• Proven ability to proactively troubleshoot hardware, software, network, and production systems issues.

• Patient, friendly, and clear communicator dedicated to supporting both office and manufacturing teams.

• Detail-oriented, flexible team player with strong time management in a fast-paced environment.

• Enthusiastic, approachable, and passionate about the power of stickers.

Who You Are

• Upbeat, optimistic, passionate and friendly.

• Passion for detail, accuracy, and finding the solution to problems

• Excellent communicator

• Team player with strong time management skills and flexibility to adapt to our evolving operation

Work Arrangement

This is a hybrid role, with a mix of in-office and remote work. This position requires working from the office 2-3 days per week (Tuesday through Thursday).

Office Location

670 Caledonia Road, York, ON

Why StickerYou?

• Join a high-growth, global Canadian brand using cutting-edge e-commerce and digital print technology to empower small businesses worldwide.

• Thrive in a fast-paced, collaborative environment with strong leadership and a genuine passion for innovation.

• Full-time, salaried role offering generous paid vacation and personal time off.

• Full medical coverage, including Extended Health, Dental, Vision, and dedicated Mental Health support.

• Ample hands-on learning opportunities to expand your technical skills and grow with us

Diversity & Inclusion

StickerYou is strongly committed to Diversity and Inclusion and aims to create a healthy, accessible and rewarding work environment which highlights employees’ unique contributions to our company’s success. If you require accommodation for the recruitment or interview process, please let us know and we will work with you to meet your needs

As an equal opportunity employer, we welcome applications from all to help us build a diverse workforce which reflects the diversity of our customers, and communities, in which we live and serve.

How We Hire

We use AI tools to support our recruitment process, including helping us organize applications and identify early matches based on role criteria. That said, every rejection decision is made by a human. We encourage candidates to apply authentically and avoid relying solely on AI-generated responses, especially during interviews.

This posting is for a current, open position within StickerYou.

This opportunity is offered through HighlightTA, the on-demand talent team supporting StickerYou's growth.

Connect with us and learn more:

StickerYou on LinkedIn

HighlightTA on LinkedIn