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InTandem Talent

Associate System Administrator

Richmond Hill, ON, Canada

$65,000-$75,000 · Full-time

Apply About employer

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Job details

Pay: $65,000-$75,000
Job type: Full-time
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.

Apply About employer

More about this job

Responsibilities

The Associate System Administrator will maintain and improve the IT infrastructure, including Windows and Linux servers, virtualization, and network security. They will also provide tier 2 end-user support and ensure compliance with SOC 2 controls through regular audits and maintenance.

Requirements

Candidates should have 2–4 years of experience in systems administration with hands-on knowledge of Windows Server, Active Directory, and Microsoft 365. A valid driver's license and access to a vehicle are required for travel between office locations.

Skills

Windows Server
Active Directory
Proxmox VE
Microsoft 365
Entra ID
Networking
TCP/IP
VLANs
DNS
VPN
Firewall
Atlassian Jira
Confluence
System Administration
SOC 2 Compliance
Patch Management

Visa sponsorship

Not detected in the job text

Keywords

Windows Server
Linux
Proxmox VE
Active Directory
Group Policy
DNS
DHCP
Entra ID
Microsoft 365
Exchange Online
AWS
GCP
IAM
VPN
Firewall
SOC 2
Atlassian Jira
Confluence
WSUS
KVM
Hyper-V
TCP/IP
VLANs
PowerShell
Bash
MS-102
AZ-104
CCNA
AWS SysOps
IT Infrastructure

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