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.

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