Senior System Administrator

The ideal candidate is a battle-tested infrastructure expert who thrives in high-stakes, high-autonomy environments and brings a deep, practical understanding of enterprise IT systems. They’re not just technically strong—they own problems end-to-end, anticipate failures before they happen, and engineer clean, scalable solutions across hybrid ecosystems.

This individual will serve as the technical backbone of the infrastructure team—equal parts architect, operator, and guardian. They should bring the mindset of an SRE (Site Reliability Engineer), the discipline of a cybersecurity specialist, and the grit of someone who's rebuilt systems under pressure.

We offer a comprehensive compensation and benefits package that includes:

• Competitive salaries plus bonuses


• Generous RRSP matching program 5% (after one year)


• Full health and dental benefits (shared costs)


• Great schedule-Monday to Friday 8-5


• Personal & Professional Development Opportunities


• Fun & engaging working environment


• Free parking

Core Responsabilities

• Lead administration of core infrastructure: Windows Server, Active Directory, Azure AD, AWS, Office 365, Fortinet, and more.


• Manage and optimize on-prem and cloud systems across 30+ locations in Canada.


• Support and mentor other ICT team members (e.g., Junior SysAdmin, Support Analyst).


• Implement best practices for security, patching, backups, and performance monitoring.


• Drive infrastructure design for new sites, acquisitions, and special projects.


• Own documentation: SOPs, system architecture, DR/BCP, compliance standards.

Must-Have Technical Proficiency

Hybrid Infrastructure

• Windows Server 2016-2022, AD (multi-site), DNS/DHCP, GPO hardening


• Azure AD / Entra ID (identity security, conditional access, sync)


• AWS EC2, S3, VPC, IAM, Route 53 - infra-as-code experience (CloudFormation or Terraform) preferred

Security & Networking

• Fortinet FortiGate Firewalls (complex routing, IPSec/L2TP VPNs, UTM)


• EDR/XDR platforms (SentinelOne preferred), MFS/SSO integration


• Network segmentation, remote access, and log monitoring best practices

Backup & DR

• Veeam (on-prem + AWS), DR testing, RTO/RPO strategy at enterprise scale

Productivity & Automation

• Office 365 tenant admin (Exchange, Teams, SharePoint, licensing)


• PowerShell scripting for automation and system reporting


• Endpoint standardization (400+ users, hybrid environment)

Business Applications

• Experience with SQL-based ERP systems (Epicor Prophet 21 a strong asset)


• Printing systems, document workflows, and MFP intergration

What You Bring

• Builder's Mentality:  You constantly look for ways to improve, secure, and simplify systems.


• Calm Under Pressure: You've been through outages and recoveries, and you know how to prioritize in chaos.


• Mentorship Vibe:  You elevate the people around you - without ego.


• Strategic Communicator: You can explain complex systems in plain English, document like a pro, and collaborate cross-functionally.


• Self-Directed: Comfortable leading projects without micro-management or constant oversight.

Bonus point

• Bilingual (English / French)


• Python or Power Automate scripting


• MDM, kiosk, or secure remote access experience


• Certifications: Microsoft, AWS, Fortinet NSE, CompTIA Security+, etc.


• Past experience integrating acquisitions into a unified stack

The Hercules Group of Companies is a privately owned Canadian company, headquartered in Dartmouth, Nova Scotia; it is comprised of six distinct companies—Hercules Crane & Lifting Supplies, Spartan Industrial Marine, Stellar Industrial Sales, Atlantic Crane & Material Handling, Boomer Technical Resources Ltd., Wire Rope Industries Atlantic and Fundy Machining & Millwright. While Hercules Group of Companies has grown into a multitude of industrial sectors, we specialize in equipment, products and services for securing, lifting and rigging applications.

As an employer, we focus on continually enhancing the skills and capabilities of our employees and pride ourselves for building and improving upon our cultures of safety and dedicated customer service.