Senior Windows Administrator

7 days ago


Mississauga, Ontario, Canada OSL Retail Services Corporation Full time

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.The Company:OSL was established in 2012 in Mississauga, Ontario, to provide clients with customized designed sales solutions in retail, direct sales, merchandising and customer acquisition.About the role: 5 days in Mississauga officeThe Senior Windows Administrator manages and supports business productivity suites and communication systems. You will set up collaborative environments within Microsoft 365. Advise on utilization of Microsoft 365 services, like Teams, Intune, Power Platform solutions, etc. You have experience with EMS (Azure AD, Intune, Information Protection, etc.) This role involves working on complex projects, including evolving existing systems and implementing new technologies.Key Responsibilities: Provision and configure systems using technologies such as Microsoft Teams, Microsoft Intune and Autopilot, Microsoft 365, Azure Entra ID Administration of Windows servers and desktopsImplement and enforce cybersecurity measures to protect systems and data.Monitor network performance and troubleshooting issues to ensure seamless connectivity and maximum availability.Collaborate with cross-functional teams to implement and support IT solutions.Conduct regular system audits to ensure compliance with security policies.Stay updated on emerging security concerns and establish processes for critical patch management, advisory circulation, and security practice training.Create, maintain, and update documentation for projects and existing systems.Configure and manage VPNs, firewall policies, and VLANs; perform traffic monitoring and packet capture analysis.Develop and maintain installation and configuration procedures and network-related documentation.Research and recommend innovative, preferably automated, approaches for system administration tasks.Ensure high availability, scalability, redundancy, and corporate infrastructure security.Required Knowledge, Skills, and Abilities:Minimum of two years of experience with Microsoft Azure and Office 365 cloud services, implementing solutions using IaaS, PaaS, and SaaS.Enterprise experience with Windows Server, Windows 1 /11, Active Directory, Exchange, IIS, MS SQL, VMware, Citrix, Microsoft Azure, O365, and Hybrid Cloud Identity (Microsoft Entra ID).Familiarity with MDM and corporate device management (Intune/Autopilot).Understanding of security fundamentals and governance.In-depth knowledge of networking technologies and protocols.Experience with monitoring solutions (both network and software).Strong systems administration skills, including troubleshooting Windows desktops and servers, patch management, high availability systems, and database servers.Experience with IT Service Management (ITSM).Automation-first mindset to ensure scalability as the organization grows.Relevant certifications (e.g., Microsoft 365 Certified, CompTIA Server+/Security+/Network+, CCNA, etc.) are a plus.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 ecosystemExperience with cloud platforms like AWS, Azure, or GCP is a plus.Expert or near-expert skills with Windows, Linux, networking, storage, and containerizationExperience with server provisioning and configuration management, utilizing tools such as Terraform, Ansible or Chef, delivering Infrastructure as CodeExperience with database administration of MSSQL and PostgreSQLObservability, monitoring and alerting with tools like Prometheus and DatadogWorking Conditions:Flexibility to work on various schedules, including evenings and weekends, as required.What we offer:A competitive base salary of $85-115K plus bonusVacation plus additional flex daysComprehensive benefitsRRSP matching programTraining and development opportunities to grow your career with one of Canada's Best Managed CompaniesA supportive workplace culture and work environmentIf this sounds like you and you're excited to be a member of our team, pleaseapply 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.



  • Mississauga, Ontario, Canada OSL Retail Services Corporation Full time

    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...


  • Mississauga, Ontario, Canada OSL Retail Services Inc. Full time

    OverviewIt'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...


  • Mississauga, Ontario, Canada OSL Retail Services Full time

    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...


  • Mississauga, Ontario, Canada OSL Retail Services Inc. Full time

    Company Overview\At OSL Retail Services Inc., we are a people-focused company that excels in innovation, business results, and an entrepreneurial spirit. Our culture is built on passion, great customer service, and long-term relationships.\The Company\We provide clients with customized sales solutions in retail, direct sales, merchandising, and customer...


  • Mississauga, Ontario, Canada OSL Retail Services Corporation Full time

    OBSL Retail Services Corporation is a leading provider of customized designed sales solutions in retail, direct sales, merchandising, and customer acquisition. We are seeking a highly skilled Senior Windows Administrator to join our team.The successful candidate will be responsible for managing and supporting business productivity suites and communication...


  • Mississauga, Ontario, Canada OSL Retail Services Corporation Full time

    Job OverviewWe are seeking a skilled Senior Windows Administrator to join our team at OSL Retail Services Corporation. As a key member of our IT infrastructure team, you will be responsible for managing and supporting business productivity suites and communication systems.Main Responsibilities:Set up and manage collaborative environments within Microsoft...


  • Mississauga, Ontario, Canada OSL Retail Services Inc. Full time

    Job Description:The Senior Windows Administrator at OSL Retail Services Inc. is a key role responsible for managing and supporting business productivity suites and communication systems. This position involves setting up collaborative environments within Microsoft 365, advising on the utilization of Microsoft 365 services, and providing experience with EMS...


  • Mississauga, Ontario, Canada OSL Retail Services Corporation Full time

    At OSL Retail Services Corporation, we are seeking a highly skilled Senior Windows Administrator to join our team. In this exciting role, you will have the opportunity to work on complex projects, including evolving existing systems and implementing new technologies.The successful candidate will manage and support business productivity suites and...


  • Mississauga, Ontario, Canada CloudVital Full time

    Infrastructure Support Specialist We require an experienced Senior Server Infrastructure Specialist to provide technical expertise and support for our server infrastructure solutions. The successful candidate will have a strong background in Windows Server technologies, including high availability, disaster recovery, security, and automatic failover...


  • Mississauga, Ontario, Canada Sunrise Senior Living Full time

    At Sunrise Senior Living, we are dedicated to empowering our residents to live longer, healthier, and happier lives. As a Business Office Coordinator, you will play a vital role in assisting the community with business administration, human resources, and system-related business processes.


  • Mississauga, Ontario, Canada OSL Retail Services Inc. Full time

    Job Summary:We are seeking an experienced Senior Windows Administrator to join our team at OSL Retail Services Inc. As a key member of our IT department, you will be responsible for managing and supporting business productivity suites and communication systems. You will set up collaborative environments within Microsoft 365, advise on the utilization of...


  • Mississauga, Ontario, Canada OSL Retail Services Inc. Full time

    About the Company:OSL Retail Services Inc. is a people-focused company that values passion, honesty, respect, and integrity. We are committed to delivering customized designed sales solutions in retail, direct sales, merchandising, and customer acquisition.Job Description:The Senior Windows Administrator manages and supports business productivity suites and...


  • Mississauga, Ontario, Canada OSL Retail Services Full time

    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...


  • Mississauga, Ontario, Canada Cognizant Full time

    As a Senior Windows and Cloud Engineer you will make an impact by directly crafting the reliability, scalability, and automation of critical infrastructure. You'll play a key role in optimizing cloud-based operations, ensuring high availability, and driving automation across deployments. Your hands-on experience with Google Cloud Platform (GCP), Terraform,...


  • Mississauga, Ontario, Canada Cognizant Full time

    As a Senior Windows and Cloud Engineer you will make an impact by directly crafting the reliability, scalability, and automation of critical infrastructure. You'll play a key role in optimizing cloud-based operations, ensuring high availability, and driving automation across deployments. Your hands-on experience with Google Cloud Platform (GCP), Terraform,...


  • Mississauga, Ontario, Canada OSL Retail Services Corporation Full time

    We are an innovative company that values people, passion, honesty, respect, and integrity. We are looking for a talented individual to join our team as a Senior Windows Administrator.This is an exciting opportunity to work in a dynamic environment where you can grow your career with one of Canada's Best Managed Companies. As a Senior Windows Administrator,...


  • Mississauga, Ontario, Canada OSL Retail Services Inc. Full time

    OverviewIt'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...


  • Mississauga, Ontario, Canada OSL Retail Services Corporation Full time

    Senior Windows Administrator Job SummaryThis role involves working on complex projects, including evolving existing systems and implementing new technologies. You will be responsible for setting up and managing collaborative environments within Microsoft 365, advising on the utilization of Microsoft 365 services, and ensuring the implementation and...


  • Mississauga, Ontario, Canada CloudVital Full time

    Job Title: Senior Server Infrastructure SpecialistJob Type: Full-TimeWe are looking for a Senior Windows Server Administrator with skills in Linux and F5 Big-IP and/or F5-NGINX load balancer administration.About the Role:As a Senior Server Infrastructure Specialist within our ITS Infrastructure Data Center Operations Department, you will be responsible for...


  • Mississauga, Ontario, Canada CloudVital Full time

    Job Title: Senior Server Infrastructure SpecialistJob Type: Full- TimeLocation: MississaugaWe are looking for a Senior Windows Server Administrator with skills in Linux and F5 Big-IP and/or F5-NGINX load balancer administration.About the Role:As a Senior Server Infrastructure Specialist within our ITS Infrastructure Data Center Operations Department, you...