Overview

At OSL Retail Services, we believe people are the heart of everything we do, and it is an exciting time to be part of something special Our momentum is growing, and is fueled by innovation, collaboration, and a shared entrepreneurial spirit that drives real results. Founded in 2012 in Mississauga, Ontario, OSL delivers customized sales solutions in retail, direct sales, and customer acquisition, all built on a foundation of integrity, respect, and passion. Our culture thrives on connection, purpose, and growth. If you're looking for a place where your talents are valued, your ideas matter, and your career can grow, we'd love to meet you.

The Opportunity:

As the Senior Systems Engineer, you will be instrumental in engineering and managing our corporate network, infrastructure, cybersecurity and cloud services. The role combines senior systems engineering with strong focus in hands‑on network engineering and will be responsible for designing, implementing, securing and troubleshooting OSL's LAN, WAN, wireless, firewall, VPN and cloud networking environments, alongside Windows, Linux and Microsoft Azure infrastructure. This role involves working on complex projects, including evolving existing systems and implementing new technologies.

Location: based out of our corporate office in Mississauga, Ontario.

Key Responsibilities:

- Manage Network & Security Operations: Direct day‑to‑day administration, optimization, and hardening of enterprise network infrastructure, with a primary focus on Fortinet firewalls (FortiGate), switches (FortiSwitch), access points (FortiAP), and VPNs.
- Develop and maintain documentation: Prepare and update system configurations, mappings,



process documentation, and problem management records.
- Supervise desktop and cloud infrastructure: Manage both on‑premises and Azure cloud environments.
- Continually monitor OSL’s IT landscape: Maintain vigilant oversight of capacity and performance metrics.
- Support IT strategy and service improvement: Actively participate in tactical planning and contribute to the enhancement of all IT service deliveries.
- Administer application servers: Oversee a diverse setting comprising Windows, Linux, and Azure‑based resources.
- Enforce security controls: Ensure the implementation of best‑practice security measures across all systems.

Required Knowledge, Skills, and Abilities:

- Deep expertise in designing, operating, and securing enterprise network environments, including firewalls, switches, access points, VPN technologies, and MPLS or equivalent WAN solutions.
- Strong systems engineering background with advanced experience in automation, configuration management, and secure‑by‑design principles across network and infrastructure platforms.
- Demonstrated ability to lead the technical design and implementation of complex networking and security initiatives, balancing scalability, resiliency, and risk management.




- Advanced proficiency administering and troubleshooting both Windows and Linux environments, with the ability to diagnose and resolve issues across networking, systems, and applications.
- Extensive experience with scripting and automation using PowerShell, Bash, and/or Python to improve reliability, reduce manual effort, and enforce standards.
- Hands‑on experience building and operating monitoring, observability, and alerting solutions using tools such as Zabbix, Azure Monitor, Prometheus, Grafana, Datadog, and centralized logging platforms (e.g., ELK, Loki, Graylog).
- Strong working knowledge of Microsoft Entra ID / Active Directory, identity federation, and access control models in hybrid and cloud‑integrated environments.
- Proven ability to take full ownership of technical outcomes, including architecture decisions, implementation, documentation, and ongoing operational excellence.
- Excellent communication and stakeholder management skills, with the ability to translate complex technical concepts, risks, and trade‑offs into clear business‑facing language.
- Experience providing Tier‑3 operational support and participating in after‑hours on‑call rotations for critical infrastructure services.
- Solid understanding of ITIL practices (Incident, Change, and Problem Management), with experience improving operational processes and system stability over time.

What you’ve done:

- 5+ years of dedicated experience designing, building, and supporting complex enterprise network and security environments.
- Required Certifications: Microsoft Azure Certifications (AZ104), Fortinet Certified Skilled (FCP) or Fortinet Certified

📌 Senior Systems Engineer (Mississauga)
🏢 OSL Retail Services
📍 Mississauga