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Octacom

Associate System Administrator

Richmond Hill, ON, Canada

$65,000-$75,000 · Full-time

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Job details

Pay: $65,000-$75,000
Job type: Full-time
Apply by: May 5, 2027
Posting language: English
Posted: Nov 6, 2026

Original job description

Department: IT Infrastructure

Reports to: System Administrator

Employment type: Full-time, permanent

About Octacom

Octacom is an enterprise software and services company focused on document and data management solutions. Founded in 1976 and headquartered in Richmond Hill, Ontario, Octacom specializes in document management and workflow automation software as well as document imaging and data capture services and leverages its proprietary OdissTM Document Management Software to provide a robust, secure and cost-effective solution to clients globally, powering enterprises across a wide range of industries. Octacom’s core solutions focus on large scale digitization and financial process automation, enabling large enterprise clients to streamline and optimize their finance and back-office processes. We are passionate about delivering holistic solutions that seamlessly integrate with our client’s systems and utilize modern technology.

Role Overview

Octacom is looking for an Associate Systems Administrator to work alongside our Systems Administrator in running and improving the infrastructure behind our document processing platform and operating across five sites.

Most of the role is infrastructure: Windows as well as Linux servers, Proxmox virtualization, identity, networking, and cloud access. The rest, typically 10–20%, is hands-on support for staff. Scheduled maintenance and patching happen after hours, so expect regular evening and weekend work. There's a clear path to grow into a senior infrastructure role.

Responsibilities

Infrastructure & virtualization

Maintain, patch, and upgrade our on-premise Windows Server environment
Administer Proxmox VE clusters: VM provisioning, storage, snapshots, backups, and replication
Plan and run after-hours maintenance and patch windows across all four sites, including pre-checks, rollback plans, and post-change validation
Monitor capacity, backup success, and replication health, and take part in DR testing

Identity & Microsoft environment

Administer Active Directory, Group Policy, DNS and DHCP
Manage Entra ID and Microsoft 365: user lifecycle, licensing, conditional access, Exchange Online
Run onboarding and off-boarding, and keep access aligned with least privilege

Cloud IAM (AWS & GCP)

Provision and review IAM users, roles, groups, and service accounts
Support periodic access reviews and keep IAM documentation current

Network & security

Maintain firewall rules, VPNs, switching, and Wi-Fi across four locations
Apply security patches and help resolve vulnerability findings
Support audit and compliance requests, since our clients are in regulated industries

Compliance & SOC 2 audit support

Operate infrastructure and IT processes in line with Octacom's SOC 2 controls
Carry out recurring control activities: user access reviews, joiner/mover/leaver checks, patch compliance, backup and restore testing
Collect, organize, and maintain audit evidence (screenshots, system exports, change and ticket records) throughout the audit period
Respond to auditor evidence requests and walkthroughs alongside the Systems Administrator
Track control exceptions and remediation items to closure
Keep policies, procedures, and asset and system inventories current to match how systems actually run

Tools & end-user support

Administer Atlassian Jira and Confluence: projects, permissions, workflows, user management
Provide tier 2 desktop and laptop support, about 10–20% of the role depending on current activity
Handle escalations and on-site visits to our GTA offices as needed

Operations

Keep runbooks, network diagrams, and asset inventory current

Working conditions

Regular after-hours work for scheduled maintenance and patching, typically evenings and weekends
Occasional after-hours response to incidents
Travel between four GTA offices, so a valid driver's license and a vehicle are required

Qualifications

2–4 years in systems administration or a senior support role with real server exposure
Hands-on Windows Server administration (2016/2019/2022), including patching with WSUS or an equivalent tool
Hands-on Active Directory experience
Working knowledge of Microsoft 365 and Entra ID administration
Experience with Proxmox VE, or with KVM or Hyper-V plus a willingness to learn Proxmox quickly
Solid networking fundamentals: TCP/IP, VLANs, DNS, VPN, firewall concepts
A valid driver's license and access to a vehicle

Nice-to-have

AWS or GCP IAM experience
VMware vSphere experience
Linux basics, which help a lot when working with Proxmox hosts
Sophos firewall experience
Jira and Confluence administration
PowerShell or Bash scripting
Certifications such as MS-102, AZ-104, CCNA, or AWS SysOps

Compensation

$65,000-$75,000

The compensation range listed reflects the expected compensation for the role. Actual compensation will be determined based on individual skills and experience.

If you don’t meet every requirement listed above, we still encourage you to apply. We’re interested in the diverse experience, potential, and perspective you can bring to the team.

Octacom, a division of DCM, is committed to equal employment opportunity, employs and does not discriminate against all qualified persons without regard to race, colour, religion, national origin, sex, age, disability, or any other classification protected by applicable federal and provincial laws. Should you require any accommodation throughout the recruitment and selection process, please get in touch with us through the form at the bottom of the page (https://www.datacm.com/about-us/lifedcm/), so that we can ensure your equal participation.

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More about this job

Responsibilities

Maintain and improve infrastructure across multiple sites, including Windows and Linux servers, Proxmox virtualization, identity systems, cloud IAM, networking, backups, and security. Support SOC 2 controls and audits, maintain operational documentation, administer Jira and Confluence, and provide tier 2 end-user support.

Requirements

Requires 2–4 years of systems administration or senior support experience, hands-on Windows Server and Active Directory administration, working knowledge of Microsoft 365 and Entra ID, and virtualization and networking fundamentals. A valid driver's license and access to a vehicle are required; relevant cloud IAM, Linux, firewall, scripting, and industry certifications are advantageous.

Skills

Windows Server Administration
Active Directory
Microsoft 365
Entra ID
Proxmox VE
Virtualization
Networking
Cloud IAM
AWS
Google Cloud Platform
Linux
Firewall Administration
VPN Administration
SOC 2 Compliance
Jira and Confluence Administration
PowerShell or Bash Scripting

Visa sponsorship

Not detected in the job text

Keywords

Windows Server 2016/2019/2022
WSUS
Active Directory
Group Policy
DNS
DHCP
Microsoft 365
Entra ID
Exchange Online
Proxmox VE
KVM
Hyper-V
VMware vSphere
Linux
AWS IAM
Google Cloud IAM
TCP/IP
VLANs
VPN
Firewalls
Sophos
SOC 2
Jira
Confluence
PowerShell
Bash
Backup and Recovery
Disaster Recovery Testing
Access Reviews
Patch Management

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