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Added 48 mins ago
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Restaurant Manager, Notch8
AccorHotel
Vancouver, BC
- Full-time
We are seeking a Restaurant Manager who brings presence, precision, and passion to lead daily operations, inspire teams, and deliver a consistently elevated guest experience reflective of…
Added 1 hour ago
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Clinical Research Coordinator – Endometriosis Research Program
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Contract
Maintain the sample inventory, freezer and laboratory information management system (LIMS) records, quality-control logs and annual reporting to the REB and the biobank,
Added 1 hour ago
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Animal Resources Division Manager – Montreal General Hospital Site
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
…to the operations of the animal facilities. Assures constant quality of services to principal Investigators and their research staff and…
Added 1 hour ago
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Project Manager, Capture and Optimization of Research Data (CORD) Platform
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
Lead pre-deployment testing and quality control of data collection procedures.
Added 1 hour ago
TD
Landscape Lead Hand
The Davey Tree Expert Company
Brantford, ON
- Full-time
Complete Quality Control worksite inspections
Added 1 hour ago
RC
Fatburger Shift Lead
River Cree Resort & Casino
Spruce Grove, AB
- Full-time
…image for the guest and team. Maintain company standards of quality, cooking times and presentation of food, service, atmosphere, restaurant cleanliness and sanitation and…
Added 1 hour ago
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(CAN) Overnight Assistant Manager
Walmart
Kirkland, QC
- Full-time
To support the Store Manager and manage store operations according to Company guidelines and lead Associates to ensure friendly, helpful service and drive profitable store sales.
Added 1 hour ago
LH
Kinesiology New Graduates
Lifemark Health Group
Mississauga, ON
- Up to $20 CAD / hour
- Full-time
Independently lead group exercise and falls prevention programs in a group setting (you are not working under the scope of a PT)
Added 1 hour ago
HT
CNC Programmer
Husky Technologies
Bolton, ON
- Full-time
Clean, state-of-the-art manufacturing facilities with air quality, climate control and outstanding safety records
Added 1 hour ago
SM
RQ00756 – Business Analyst – Senior
S M Software Solutions Inc
Toronto, ON
- Full-time
Experience with and knowledge of project management concepts, including project goals, risk, scope, participant roles, planning, and quality management.
Added 1 hour ago
HT
VP, Accounting & Controllership (Husky)
Husky Technologies
Bolton, ON
- Full-time
Lead initiatives that reduce close timelines, eliminate manual activities, improve data quality, and increase operational efficiency.
Added 1 hour ago
BA
Project Manager
Branch Audiovisual
Toronto, ON
- Full-time
The primary role of the Project Manager is to lead and oversee the planning, execution, and successful delivery of our audiovisual projects. From planning and resource allocation to client…
Added 1 hour ago
SM
RQ00821 – Solution Architect – CRM – Intermediate
S M Software Solutions Inc
Toronto, ON
- Internship
…full lifecycle implementation. The successful candidate will lead functional and technical solution development, collaborate with City divisions and vendors, oversee implementation…
Added 1 hour ago
HT
PD Software for Service
Husky Technologies
Bolton, ON
- Full-time
…passion of our people around the world and their desire to lead change. At the same time, we are not afraid to expect a lot and strive for leadership in all of our key markets. We are a…
Added 1 hour ago
HT
Advanced Applications Blow Molding Specialist
Husky Technologies
Bolton, ON
- Full-time
evaluating and improving processing methods, technologies, and control strategies that enhance overall equipment effectiveness, performance, and quality across the pellet-to-bottle value…
Added 1 hour ago
HT
Test Engineering Technologist
Husky Technologies
Bolton, ON
- Full-time
…passion of our people around the world and their desire to lead change. At the same time, we are not afraid to expect a lot and strive for leadership in all of our key markets. We are a…
Added 1 hour ago
HB
Regional Manager, Canada West
HUGO BOSS Canada, Inc.
Vancouver, BC
- Other
The Regional Manager is charged with achieving success relating to the sales goals, loss control, P&L planning, and achievement of UPT goals in all of the Directly Operated Stores and Shops…
Added 1 hour ago
HB
Regional Manager, Canada West
HUGO BOSS Fashions, Inc.
Vancouver, BC
- Other
The Regional Manager – Canada West is charged with achieving success relating to the sales goals, loss control, P&L planning, and achievement of sales and customer centric KPI’s in all the…
Added 3 hours ago
SM
RQ00756 – Business Analyst – Senior
S M Software Solutions Inc
Toronto, ON
- Full-time
Experience with and knowledge of project management concepts, including project goals, risk, scope, participant roles, planning, and quality management.
Added 3 hours ago
SM
RQ00821 – Solution Architect – CRM – Intermediate
S M Software Solutions Inc
Toronto, ON
- Internship
…full lifecycle implementation. The successful candidate will lead functional and technical solution development, collaborate with City divisions and vendors, oversee implementation…
Added 3 hours ago
SM
RQ00821 – Solution Architect – CRM – Intermediate
S M Software Solutions Inc
Toronto, ON
- Internship
…full lifecycle implementation. The successful candidate will lead functional and technical solution development, collaborate with City divisions and vendors, oversee implementation…
Added 3 hours ago
SM
RQ00756 – Business Analyst – Senior
S M Software Solutions Inc
Toronto, ON
- Full-time
Experience with and knowledge of project management concepts, including project goals, risk, scope, participant roles, planning, and quality management.
Added 3 hours ago
S
Quality Assurance Officer for Autologous Stem Cell Transplant Program - Transfusion Medicine and Tissue Bank - Regular Full-Time 2026-18722 (2026-18722)
Sunnybrook
Toronto, ON
- Full-time
Oversee document control, change control, deviations, corrective and preventive actions (CAPA), and quality metrics.
Added 3 hours ago
SM
RQ11716 – Systems Testing/QA Specialist – Intermediate
S M Software Solutions Inc
Toronto, ON
- Internship
We are seeking an Intermediate Systems Testing/QA Specialist with hands-on experience in manual and automated testing, quality assurance methodologies, test strategy development, and…
Added 3 hours ago
SM
RQ11323 – Project Manager/Leader – Senior
S M Software Solutions Inc
Toronto, ON
- Internship
Promotes OPS I&IT standards and project management best practices to facilitate control of system quality, adherence to standard methodologies, and control over the use of I&IT resources.

Strategic Group

Senior Help Desk Support & System Administrator

Calgary, AB, Canada

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Job details

Posting language: English
Posted: Oct 14, 2026

Original job description

Senior Help Desk Support & System Administrator

Join Our Team at Strategic Group

Ready to grow your career with one of Canada’s leading privately held real estate companies? At Strategic Group, we create spaces where people, businesses, and communities thrive.

About Us

At Strategic Group, our purpose is simple: Learning. Growing. Having Fun. We bring this ethos to life by innovatively envisioning, creating, owning, and operating real estate that transforms spaces and redefines possibilities.

As a fully integrated real estate company, we specialize in owning, managing, leasing, developing, and re-developing properties. Our entrepreneurial spirit and innovative thinking have made us a Canadian industry leader in office-to-residential conversions, completing more successful conversions than anyone else in the country. This focus is a driving force in our development business and reflects our commitment to creatively reimagining what’s possible.

Our real estate portfolio spans high-end residential developments and commercial properties. Beyond real estate, our business interests include corporate finance and other industries, enabling us to deliver diverse and impactful solutions for our tenants, partners, and communities.

Guided by our mantra, “Creating value others can’t, by seeing what others don’t,”we take pride in crafting unique solutions that leave a lasting legacy.

Our Values

At Strategic Group, our values guide everything we do:

Team Player: We foster a supportive, accountable, and drama-free workplace where integrity and respect guide every interaction.
Innovative: Creativity and unconventional thinking are at the heart of what we do, helping us uncover opportunities others might miss.
Growth-Oriented: We are tenacious and passionate, thriving on challenges and embracing learning as we pursue new opportunities.
Optimistic: With a positive mindset and solution-oriented approach, we tackle obstacles as opportunities to learn, grow, and have fun.

If you’re ready to join a team that thinks boldly, acts innovatively, and works collaboratively, we’d love to hear from you!

Position Overview

The Senior Help Desk Support & System Administrator is responsible for delivering advanced technical support while owning the day-to-day administration of the organization’s core server, cloud, and business systems. This dual role combines hands-on end-user support and escalation with the configuration, maintenance, security, and reliability of on-premises and cloud infrastructure, ensuring systems, devices, and users are supported efficiently and effectively.

Reporting to the Director, Information Technology, this role plays a key part in maintaining operational continuity, administering Windows Server and Azure environments, supporting business applications such as Sage 50, and driving automation and process improvement across all locations.

Key Responsibilities

Advanced Technical Support & Escalation

Provide advanced desk-side and remote support for complex hardware, software, and network issues
Diagnose recurring issues and implement long-term solutions to improve system stability
Support system performance optimization and troubleshooting across environments

User Support & Service Delivery

Deliver high-quality technical support to Team Members across all levels of the organization
Support onboarding and offboarding processes, including system setup, access, and equipment provisioning
Manage user accounts, permissions, and system access controls
Ensure clear, professional communication and a strong customer service experience

Device & Systems Management

Oversee setup, configuration, and support of desktops, laptops, mobile devices, and peripherals
Support and manage mobile device environments and communication tools
Assist in administration of internal systems, including directories, collaboration tools, and shared platforms
Ensure consistency and reliability of IT systems across locations

System Administration & Infrastructure

Administer, maintain, and troubleshoot Windows Server environments, including Active Directory, Group Policy, DNS, DHCP, file and print services, and patch management
Administer Microsoft Azure and Microsoft 365 cloud environments, including identity, access, licensing, and core services
Provide application support and administration for Sage 50 accounting software, including user support, updates, and coordination with Finance
Monitor system health, performance, backups, and disaster recovery, ensuring availability and data integrity across on-premises and cloud systems
Support and administer network infrastructure and endpoint security in line with IT security policies and best practices

Automation & Process Improvement

Design, build, and maintain automated workflows using Power Automate to streamline IT and business processes
Identify manual or repetitive tasks and implement automation to improve efficiency, accuracy, and consistency
Document and maintain automated processes, integrations, and supporting runbooks

IT Operations & Coordination

Coordinate IT requests, ensuring appropriate prioritization and escalation to the appropriate support groups and specialist resources
Participate in a rotating on-call schedule to provide after-hours support for critical systems and incidents
Oversee IT desk moves, equipment deployments, and workspace setups
Maintain and monitor IT inventory, ensuring accurate tracking of assets
Support administration and optimization of internal systems, including phone systems and user directories

Project Leadership & Continuous Improvement

Lead or support implementation of IT projects, system upgrades, and technology rollouts
Identify opportunities to improve IT processes, workflows, and service delivery
Develop and maintain documentation, procedures, and knowledge-sharing resources
Support standardization of IT practices across the organization

Cross-Functional Collaboration & Mentorship

Collaborate with internal teams and external vendors to resolve issues and support initiatives
Support IT needs across multiple locations, including on-site troubleshooting when required
Contribute to a collaborative and high-performing IT team environment

Qualifications

Hands-on experience administering Windows Server (Active Directory, Group Policy, DNS/DHCP, file services)
Experience administering Microsoft Azure and Microsoft 365 cloud environments
Experience supporting Sage 50 accounting software
Experience building and maintaining workflows with Power Automate
Strong working knowledge of desktop/laptop hardware, Windows client operating systems, and networking fundamentals
Basic Yardi support experience is considered a benefit but is not required
Availability to participate in a rotating on-call schedule for after-hours support is required
Advanced technical troubleshooting and problem-solving capability
Strong customer service and communication skills

Our Culture & Benefits

At Strategic Group, we’re committed to helping you build a career you’re excited about. If you’re passionate about working with a dynamic, motivated team in a fast-paced environment, please submit your resume and cover letter today, and join us in making an impact.

We are proud to be an equal opportunity employer and celebrate diversity in all its forms. Our inclusive workplace ensures every employee feels valued and empowered to bring their best self to work.

As part of the Strategic Group team, you’ll enjoy a competitive compensation package, including an extended health and dental benefits plan, company events, flex days, and more.

This position is based in Calgary, Alberta. Applicants must be located in Calgary or the surrounding area.

We appreciate all applications, however, only candidates selected for an interview will be contacted.

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More about this job

Responsibilities

The Senior Help Desk Support & System Administrator provides advanced technical support to end-users while managing the organization's core server, cloud, and business systems. This role also focuses on driving automation, maintaining system security, and ensuring operational continuity across all locations.

Requirements

Candidates must have hands-on experience with Windows Server, Azure, Microsoft 365, and Sage 50 accounting software. Strong technical troubleshooting skills and the ability to participate in an after-hours on-call rotation are required.

Skills

Windows Server administration
Active Directory
Azure
Microsoft 365
Sage 50
Power Automate
Technical support
System administration
Network infrastructure
Group Policy
DNS
DHCP
Troubleshooting
Hardware support
Automation
Disaster recovery

Benefits

Extended health and dental benefits plan
Company events
Flex days

Visa sponsorship

Not detected in the job text

Keywords

Windows Server
Active Directory
Azure
Microsoft 365
Sage 50
Power Automate
System Administration
Help Desk
Group Policy
DNS
DHCP
Network Infrastructure
Automation
Disaster Recovery
IT Operations
Hardware Support
Identity Management
Access Control
Patch Management
Endpoint Security
Real Estate
Technical Support
Troubleshooting
Asset Management
Workflow Automation

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