Systems Administrator_level 2 Jobs in Oakville, ON
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Oakville, ON
Senior Systems Administrator
About the role
The Company
BBO is a full‑service law firm that has provided legal advice and representation across Southwestern Ontario since 1950. The 60‑person office is located in the London City Centre building in the heart of downtown. The firm relies on a stable, resilient, and forward‑looking IT environment supported by a two‑person team: a Junior IT Administrator and a Senior System Administrator (this role). The workplace culture is professional, collaborative, and maintains a healthy work–life balance.
Role Overview
The Senior System Administrator is responsible for the firm’s core technology infrastructure, ensuring that systems, networks, and security controls remain reliable, secure, and aligned with business needs. While the Junior IT Administrator focuses on help desk activities, this role leads infrastructure planning, implementation, and operations.
The firm continues to modernize its environment through AI adoption, automation, and ongoing system upgrades. The Senior System Administrator will design, select, deploy, and maintain on‑premises infrastructure, with limited cloud components.
BBO's business users rely heavily on Microsoft Office and several industry‑specific applications. The Senior System Administrator will develop expertise in these tools, support end‑user needs, and seek out and provide technology solutions that enable efficient business operations.
Responsibilities
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Manage and maintain Windows Server infrastructure, virtualization, storage, networking, and security systems.
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Plan and execute infrastructure upgrades, migrations, and modernization initiatives.
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Administer Hyper‑V fail-over cluster hosts, virtual machines, storage systems, and related services.
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Oversee Active Directory, DNS, DHCP, Group Policy, and identity‑related services.
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Support end‑users with Microsoft Office, Adobe Acrobat, and industry‑specific applications.
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Monitor system performance, availability, and security; respond to incidents and alerts.
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Maintain documentation, procedures, and runbooks.
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Collaborate with vendors and service providers.
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Provide after‑hours support when required.
Qualifications
Education
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College diploma in Information Technology or a university degree with a minor in Computer Science.
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Relevant infrastructure certifications are an asset (Microsoft AZ-800 & 801 and CompTIA Network+).
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End‑user support certifications are an asset (Microsoft Office Specialist / MOS).
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Security certifications are desirable but not required (CISSP, CISM, CompTIA Security+).
Experience
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5+ years deploying and supporting physical servers, Hyper‑V virtual environments, local storage (RAID), and NAS systems.
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5+ years supporting end‑users with Microsoft Office, Acrobat, and related applications.
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Experience with networking concepts, systems security, and administrative procedures in a production environment.
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Experience managing virtualization platforms in Hyper‑V.
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Experience with storage platforms such as Synology or QNAP.
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MSP experience is an asset.
Knowledge, Skills & Abilities
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Ability to communicate effectively with non-technical users
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Strong knowledge of Windows Server and Windows 11.
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Strong knowledge of Microsoft Office and Adobe Acrobat.
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Proficiency with Hyper‑V, Active Directory, DNS, DHCP, and related services.
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Understanding of network design, VLANs, routing, firewalls, and high‑availability networks.
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Experience administering Synology/QNAP storage, including replication and cloud backup.
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Strong organizational skills with the ability to manage competing priorities and tight timelines.
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Ability to work effectively despite interruptions and shifting demands.
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Ability to build and maintain productive relationships with colleagues and vendors.
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Ability to work independently after hours when required.
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Commitment to staying current with emerging technologies and adapting to evolving needs.
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Strong problem‑solving skills and a desire to develop innovative solutions.
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High attention to detail and accuracy.
Experience
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system administration: 10 years (preferred)
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physical (on-site) server setup and management: 5 years (required)
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About Brown Beattie O'Donovan LLP
We are a firm that has provided London and Southwestern Ontario with successful legal representation for over 60 years. Today, Brown Beattie O'Donovan or BBO for short, is a full-service firm of attentive and experienced lawyers recognized for client service, expertise in many areas of law, and results.
With our down to earth, straightforward approach, we ensure our clients receive expert legal services at fair rates for the best possible outcome.
At BBO, we are a full-service law firm providing legal advice and services throughout Southwestern Ontario. We cultivate a style and quality of legal service which emphasizes service, results and a high standard of practice. Our reputation precedes us from the courtroom to the boardroom.
Our clients are individuals and families, as well as businesses such as banks, insurance companies and multi-national corporations; each receives personal, attentive service. Clients are heard at BBO. We sit down with them and take the time understand their needs, ensure resources are spent efficiently, and determine the best pathway to achieve their goals.