IT Specialist

Description
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.