IT Specialist

UnionWare is looking for client focused and driven IT Specialists to join our team!

ABOUT UNIONWARE:

UnionWare ULC, based in Winnipeg, Manitoba, has been building and supporting membership-management software for labour unions since 1998. The platform centralizes tasks like membership tracking, dues processing, grievance handling, and event coordination - serving unions across Canada, the U.S., and Australia. Rooted in Winnipeg’s vibrant tech community, UnionWare combines local talent and global reach to empower organized labor with streamlined, data-driven tools.

ABOUT THE ROLE:

The IT Specialist is responsible for maintaining and evolving UnionWare’s technology infrastructure to ensure secure, efficient, and reliable operations for both clients and internal teams. This includes managing on-premises and cloud-based systems, supporting staff with technical issues, implementing modern security and networking practices, and assisting with systems integration and automation initiatives.

KEY ACCOUNTABILITIES/RESPONSIBILITIES

• System Administration & Support – Maintain and support internal systems, network infrastructure, servers, and cloud environments (Microsoft 365, Azure, AWS)
• Technical Support – Provide responsive technical assistance to internal staff and clients, ensuring timely resolution of hardware, software, and connectivity issues
• Infrastructure Management – Monitor and optimize the performance of network, communications, and system infrastructure, including virtual machines, firewalls, and data storage systems
• Security & Compliance – Implement and monitor cybersecurity measures such as MFA, endpoint protection, patch management, and data backup/recovery processes
• Procurement & Implementation – Research, purchase, configure, and deploy new systems and hardware to meet evolving business and client needs
• Client Hosting & Environments – Set up, monitor, and manage client hosting environments, ensuring reliability, scalability, and adherence to security best practices
• Documentation & Process Improvement – Maintain clear technical documentation and contribute to the continuous improvement of IT processes, standards, and automation
• Cross-Functional Collaboration – Work closely with development, support, and operations teams to ensure seamless system integration and consistent service delivery
• Other related duties as assigned.

Requirements

QUALIFICATIONS

• University Degree or College Diploma in Information Technology, Computer Science, or related field
• Minimum 3–5 years of experience in systems administration, IT support, or network management
• Familiarity with Windows and Unix-like environments (FreeBSD, Ubuntu, Debian)
• Experience with cloud platforms (AWS, Microsoft Azure) and virtualization tools (Hyper-V)
• Strong understanding of network and application protocols, firewalls, and VPNs
• Familiarity with database systems (SQL Server, MySQL, PostgreSQL)
• Knowledge of IT security practices, backups, and disaster recovery planning
• Certifications such as CompTIA Network+, Security+, or AWS Certified SysOps Administrator/CloudOps Engineer are assets.

SKILLS

• Strong analytical and troubleshooting skills with a methodical approach to problem-solving
• Excellent communication and interpersonal skills for supporting non-technical users
• Ability to prioritize and multitask in a fast-paced environment
• Strong attention to detail, documentation, and follow-through
• Proven initiative, adaptability, and accountability in managing technology systems
• Commitment to continuous learning and staying current with emerging technologies and cybersecurity trends.

Benefits

• Personal training plans and professional development.

• Flexible work hours and focus on work/life balance.
• Health, dental and vision coverage from day one of employment.
• Profit sharing and annual cost-of-living increases.
• GRSP contributions and monthly team-building events.
• Participation in hack weeks and an innovative culture.

We thank all applicants for their interest; however, only those candidates selected for an interview will be contacted.

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