Desktop Support Technician

Johnston Group provides employee benefit solutions to over 30,000 companies, ranging from one employee to thousands across various product lines, including Chambers of Commerce Group Insurance Plan, Canada's #1 employee benefits plan for small businesses. JG is a platinum member of Canada's Best Managed Companies and was named one of Manitoba's Top Employers. We support a positive work atmosphere where we value the diversity in the people we serve and are looking for talent who will contribute to our diverse and inclusive workplace; where individual differences are recognized, appreciated, and respected. JG believes in giving back and contributes significantly to local health, arts, sports, and other community organizations.

We're looking for a dedicated and solutions-focused Desktop Support Technician to join our IT team. In this role, you'll be a key point of support for employees across the organization, helping ensure that our hardware, software, and systems run smoothly. You will provide day-to-day technical assistance to end-users, set up and configure equipment, and oversee the ongoing care and maintenance of computer-related hardware.

You'll work closely with both end-users and IT team members, troubleshooting issues, assisting with training on new or updated systems, and contributing to the testing and rollout of new software releases. This is a great opportunity for someone who enjoys problem-solving, supporting others, and working in a collaborative, service-oriented environment.

This is a permanent full-time hybrid role, Monday to Friday from 8:00 AM to 4:00 PM, with participation in a rotating on-call and emergency response schedule.

• Hybrid working model based out of our Winnipeg, MB office, with four days in-office per week.

Duties and Responsibilities:

• Provide technical support to all end-users of Johnston Group's computing hardware, software, and printers, ensuring timely and effective resolution of issues
• Set up, configure, and maintain hardware and software systems, including desktops, laptops, printers, and peripheral devices
• Upgrade workstation computers and implement system improvements as required
• Procure computer hardware, software, and services for assigned tasks, ensuring compatibility and adherence to IT standards
• Identify, report, and track software defects or issues, escalating as necessary to IT management
• Work closely with the IT team to troubleshoot and resolve end-user issues in a solutions-focused, customer-oriented manner
• Provide or assist in end-user training for new tools, updates, and system enhancements to ensure smooth adoption
• Collaborate with the project team in testing, releasing, and supporting new software releases and IT initiatives
• Assist in creating and maintaining procedural documentation, including backup, security, setup, and configuration guidelines
• Support IT infrastructure through scheduled on-call and emergency response duties
• Adapt responsibilities as business needs evolve and new technologies are introduced

Qualifications:

• IT Diploma/Certificate from a recognized post-secondary institution
• 2–4 years of relevant IT experience, preferably in a desktop support or similar role
• Proven ability to communicate complex technical information clearly to non-technical audiences
• Exceptional customer service skills with a focus on active listening and problem-solving
• Strong verbal and written communication skills, with attention to detail
• Ability to analyze technical problems, identify root causes, and implement effective solutions
• Strong time-management and multitasking skills, with the ability to prioritize multiple projects
• Hands-on experience with Windows desktop environments and common office software
• Strong organizational skills with process orientation and attention to detail
• Experience creating and maintaining technical documentation
• Collaborative team player, but able to work independently when needed
• Ability to lift and carry 30–50 lbs and perform basic physical tasks as required
• Knowledge of TCP/IP networking concepts is an asset
• Fluency in French and English (oral and written) is considered an asset
• Eagerness to learn, adapt, and grow professionally within a dynamic IT environment

The successful candidate must be legally eligible to work in Canada. We thank all applicants for their interest. Please note that only those selected for an interview will be contacted.

JG welcomes the opportunity to provide accommodation throughout the selection process. Please contact us to discuss your requirements by email at or by phone