Senior System Administrator

2 days ago

Oshawa, Ontario, Canada Leadervest Full time

Our client, a highly respected and growing company in Oshawa, is seeking a
Senior Systems Administrator
to manage and optimize their
Windows-based hybrid IT infrastructure
. This senior-level role is ideal for a strategic thinker with strong technical and security expertise who thrives in a dynamic, multi-location environment.

This is an excellent opportunity for a Senior Systems Administrator and seasoned IT professional who values autonomy, leadership, and a clear path for continued professional growth within a collaborative and technically progressive environment.

Key Responsibilities

  • Administer and maintain
    Azure cloud resources
    (VMs, networking, storage, security groups) using Azure Portal and PowerShell.
  • Deploy and manage
    Intune
    policies for endpoint devices (laptops, iPhones, iPads).
  • Configure and enforce
    Group Policy
    across the organization.
  • Design and implement
    secure firewall architectures
    to safeguard the firm's digital assets.
  • Oversee and optimize
    Windows Server environments
    (2016, 2019, 2022) for performance and availability.
  • Lead strategic IT initiatives including software platform upgrades and infrastructure enhancements.
  • Administer
    Hyper-V
    virtual environments to support specialized operations.
  • Manage secure remote access infrastructure including
    VPN
    and
    RDP/RDG
    configurations.
  • Champion best practices in
    cybersecurity
    ,
    disaster recovery
    , and
    data protection
    in collaboration with the internal IT team.
  • Mentor and guide junior technical staff to foster skills development and effective workload management.
  • Maintain and improve technical documentation for systems, configurations, and incident response protocols.

Qualifications & Experience

  • Post-secondary education in an IT-related field with
    5+ years of relevant work experience
    .
  • Strong certifications such as:
  • Microsoft Azure Administrator Associate (AZ-104)
  • Windows Server Hybrid Administrator Associate (or equivalent)
  • Deep experience with:
  • Windows Server administration
  • Group Policy configuration
  • Hyper-V virtualization
  • Expertise in
    PowerShell scripting
    and task automation.
  • In-depth knowledge of
    cybersecurity practices
    , including threat mitigation and data access controls.
  • Experience supporting hybrid IT environments, remote desktop infrastructures, and VPNs.
  • Excellent interpersonal and communication skills — able to interface with both technical and non-technical stakeholders.
  • Proven leadership capabilities and strong time management.

Preferred Skills

  • Advanced PowerShell scripting for automation.
  • Experience with
    Microsoft Sentinel
    ,
    EDR tools
    , and
    Microsoft Defender for Endpoint
    .
  • Familiarity with Microsoft 365 and SaaS integrations.
  • Background working with accounting or finance-related software (e.g., QuickBooks, Sage 50, CCH).
  • Understanding of
    cybersecurity frameworks
    (e.g., CIS Controls, NIST).
  • Familiarity with
    IT audit processes
    , compliance requirements (e.g., PIPEDA, SOC 2, ISO 27001), and third-party vendor management.

What Our Client Offers

  • Opportunity to
    lead
    impactful IT infrastructure projects and modernization efforts.
  • Comprehensive
    benefits package
    including health and RRSP matching.
  • Three weeks of vacation
    , plus flexible work schedules.
  • A stable, supportive, and collaborative work environment with strong leadership.
  • Ongoing professional development opportunities with weekly training and a clear path for growth.

Please apply if you are qualified and interested, and we're looking forward to speaking with you.

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