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Odyssey Trust Company

IT Systems Support Specialist

Calgary, AB, Canada

Full-time

Apply About employer

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Job details

Job type: Full-time
Apply by: Dec 3, 2026
Experience: 3 years’ experience minimum
Posting language: English
Posted: Nov 3, 2026

Original job description

hybrid

300 5 Avenue Southwest 1230, Calgary, Alberta, Canada, T2P 3C4

full-time . November 3, 2026

Description

IT Systems Support Specialist

At Odyssey Trust Company, we do things differently. Our core mission is to provide peace of mind to our clients by making things simple, fast, and easy.

Odyssey Is a Tight-knit, Solution-driven Team. Our Shared Values, As Defined By Our Own Employees, Guide Us In Reaching Our Individual And Collective Goals

We Show Up for Each Other: We are in this together! We collaborate and support each other to get results. Our employees are compensated with competitive salaries and a comprehensive benefits package.
We Build: "Outside the box” is our playground. We’re not afraid to innovate and tackle tough problems – we’re here to disrupt the industry. Creativity and problem-solving is not reserved for the Executive team.
We Get Stuff Done (GSD): We have a notable reputation for being exceptionally responsive. Coming up with a great idea is only part of the solution; We take great ideas and put them into action.
We Do the Right Thing: We’re dependable, trustworthy, and proud of our professional standards.

Primary Responsibilities & Attitude

We’re looking for an IT Systems Support Specialist to join our growing company, Odyssey Trust! Our ideal candidate is someone who loves IT and wants to work with a great group of people. The candidate will be known for their work ethic and “can do” attitude and consider themselves to be a team player.

The candidate will report to our Managing Director, IT and work on a hybrid schedule, with the expectation of being in-office two days per week. We pride ourselves on having a team that is knowledgeable, friendly, and always willing to support each other.

You Are Responsible For

Providing technical support to end-users across the organization in a timely and positive manner
Troubleshoot, install, configure, and maintain hardware and software
Manage and prioritize incidents and service requests in the ticketing system
Escalate complex issues to the Managing Director, IT, or to external vendor/support partners as needed
Document and update knowledge base articles and procedures
IT inventory tracking
Ensuring endpoints and servers are kept up to date
User account provisioning/deprovisioning (onboarding & offboarding, M365/Entra ID, access/permissions)
Basic network administration (Wi-Fi, switches, VPN, troubleshooting connectivity)
Mobile device management (phones/tablets, MDM/Intune enrollment)
Backup/disaster recovery checks
Vendor and ISP liaison work
Providing occasional after-hours or weekend support for maintenance windows, patching or outages.
Maintaining confidentiality and exercising sound judgement when handling sensitive company and client data

Skills And Experience

Diploma in Computer Science and/or Systems (or equivalent combination of education and experience)
3 years’ experience minimum
Experience troubleshooting and resolving technical issues
Ability to work independently, self-motivated and self-starter
Experience with Entra ID, Intune, Exchange Online, Windows 11 and PowerShell.
Strong knowledge of Windows operating systems, Microsoft Office Suite, and Microsoft 365 administration.
Possess the ability to clearly communicate technical problems and generate solutions.
Have a professional and positive attitude with a solution-based approach to challenges.
Strong critical thinking and decision-making skills.
Must be authorized to work in Canada.
Relevant certifications (e.g. CompTIA A+, Network+, Microsoft certifications) considered an asset.
Experience managing endpoints in Financial Services, FinTech, Banking, Insurance or another regulated environment is also considered an asset.

What We Offer

Paid Time Off: Vacation, Flex Days, Bonus Day and Birthday Day off

Benefits: Extended Health, Dental, Life Insurance, ADD, Critical Illness, Long Term Disability, Employee Assistance Program, $500 Health Care Spending/Lifestyle Spending Account, RRSP/TSFA Match.

We thank all candidates for their interest; however, only those selected for an interview will be contacted. By submitting your resume, you consent to the collection, use and necessary disclosure of the personal information provided during the application and selection process.

We welcome and encourage applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process.

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More about this job

Responsibilities

Provide timely end-user support, troubleshoot and maintain hardware and software, and manage incidents, service requests, IT inventory, and technical documentation. Maintain user accounts, endpoints, servers, networks, mobile devices, and backup checks, while coordinating with vendors and escalating complex issues as needed.

Requirements

Requires a diploma in Computer Science and/or Systems, or equivalent education and experience, and at least three years of experience troubleshooting and resolving technical issues. Candidates should have experience with Entra ID, Intune, Exchange Online, Windows 11, PowerShell, and Microsoft 365 administration, along with strong communication, independent work, and problem-solving abilities; Canadian work authorization is required.

Skills

Technical Support
Hardware and Software Troubleshooting
Incident and Service Request Management
Windows 11
Microsoft 365 Administration
Entra ID
Intune
Exchange Online
PowerShell
Endpoint Management
User Account Provisioning
Basic Network Administration
Mobile Device Management
Backup and Disaster Recovery
IT Inventory Management
Technical Documentation

Benefits

Paid Time Off
Vacation
Flex Days
Bonus Day
Birthday Day Off
Extended Health Insurance
Dental Insurance
Life Insurance
Accidental Death and Dismemberment Insurance
Critical Illness Insurance
Long-Term Disability Insurance
Employee Assistance Program
Health Care Spending Account
Lifestyle Spending Account
RRSP/TFSA Match

Visa sponsorship

Not detected in the job text

Keywords

Information Technology
End-User Support
Hardware
Software
Ticketing System
Knowledge Base
IT Inventory
Endpoints
Servers
Entra ID
Microsoft 365
Intune
Exchange Online
Windows 11
PowerShell
Wi-Fi
Switches
VPN
Mobile Device Management
Backup and Disaster Recovery
Vendor Management
Internet Service Providers
CompTIA A+
CompTIA Network+
Microsoft Certifications
Financial Services
FinTech
Banking
Insurance
Regulated Environment

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