Senior Systems Administrator

at  OSL Retail Services Inc

Overview:
It’s an exciting time to be at OSL Retail Services, working for a people focused company that’s at the top of its game. The momentum we’ve generated in recent years with our commitments to client customers, innovation, business results, and an entrepreneurial spirit has created energy, enthusiasm, and engagement among our employees that is pushing us to new heights. And we’re on the lookout for talented people who share our vision and values and want to join us in this journey. At OSL, our culture is our foundation. Passionate employees, great customer service and long-term relationships are all built upon that foundation. We value people, passion, honesty, respect, and integrity.

REQUIRED KNOWLEDGE, SKILLS, AND ABILITIES:

• Strong engineering background with experience in automation, configuration management, scripting, and security best practices
• Familiarity with Infrastructure as Code (IaC) principles, automated builds, monitoring, and scaling
• Experience with system and application monitoring tools such as Nagios, Prometheus, Grafana, ELK, etc.
• Proficiency in Windows and Linux systems administration, including scripting, troubleshooting, and upgrading
• Ability to take ownership of technical delivery and collaborate effectively with business partners
• It is crucial to assume leadership responsibilities for troubleshooting and managing incidents in the environment. This requires weighing desired outcomes against risk and urgency. This responsibility may also involve working with OSL’s vast network of partner service providers.
• Strong scripting and coding capabilities to integrate / instrument OSL’s technology stack.
• Strong mentoring and advocacy skills for good design and engineering values.
• Excellent communication and stakeholder management skills, with the ability to convey complex technical concepts to non-technical audiences.
• Operational support experience with after-hours on-call responsibilities.
• ITIL Knowledge (Incident, Change, and Problem Management) and tools

QUALIFICATIONS:

• 5+ years of demonstrated experience in the field.
• Strong knowledge of networking protocols and services (TCP/IP, DNS, DHCP, VPN, etc.).
• Experience with Fortinet hardware and ecosystem
• Experience with cloud platforms like AWS, Azure, or GCP is a plus.
• Expert or near-expert skills with Windows, Linux, networking, storage, and containerization
• Experience with server provisioning and configuration management, utilizing tools such as Terraform, Ansible or Chef, delivering Infrastructure as Code
• Experience with database administration of MSSQL and PostgreSQL
• Observability, monitoring and alerting with tools like Prometheus and Datadog

WHAT WE OFFER:

• A competitive base salary of $85-115K plus bonus
• Vacation plus additional flex days
• Comprehensive benefits
• RRSP matching program
• Training and development opportunities to grow your career with one of Canada’s Best Managed Companies
• A supportive workplace culture and work environment
  If this sounds like you and you’re excited to be a member of our team, please apply now.
  We thank all interested applicants; however, only qualified candidates will be contacted. This position requires the successful completion of a criminal background check.
  Disclaimer: The preceding job description has been designed to indicate the general nature and level of work performed by employees within this job. It is not designed to contain or be interpreted as a comprehensive inventory of all duties, responsibilities and qualifications required of employees assigned to this job.
  OSL is committed to an inclusive workplace that does not discriminate against race, nationality, religion, age, marital status, physical or mental disability, sexual orientation, gender, or gender identity. We believe in diversity and encourage any qualified individual to apply.

ABOUT THE ROLE: 5 DAYS IN MISSISSAUGA OFFICE

The Senior Systems Administrator will be instrumental in managing OSL’s corporate infrastructure and cybersecurity. Your expertise will ensure the highest reliability and performance, supporting our commitment to delivering exceptional service to our clients and customers. This role involves working on complex projects, including evolving existing systems and implementing new technologies.

KEY RESPONSIBILITIES:

• Manage Corporate network environment: Architect and deploy network infrastructure, manage firewalls, VPNs, network troubleshooting, managing network security
• Creates and maintains system configuration, mapping, processes, and problem management documentation
• Manage development environment: Based on a mix of Linux and Windows
• Continuously monitor the corporate environment, with close attention to capacity and performance
• Contribute to the tactical planning and direction of IT infrastructure and overall improvement of all service deliveries
• Build out production monitoring: design and deploy infrastructure monitoring for all services, including API endpoints and external web applications and services
• Create active reporting and alerting: Create dashboards to identify trends and bottlenecks and develop alerting/escalation strategies to manage incidents effectively
• Implement security controls: ensuring the environment is secure and following best practices
• Implement operational controls and processes, ensuring the mechanisms, safety controls, fuse breakers, and due diligence are in place to introduce changes and react responsibly to planned or unplanned events