About KEV: KEV Group is an enterprise SaaS company that provides an all-in-one activity fund management solution for K-12 schools. By seamlessly integrating and automating all fee management processes, our SchoolCash platform provides real-time visibility and control over how districts and schools create, collect, manage, track, and reconcile these funds. Parents benefit from an easy-to-use solution that offers convenience and supports all payment types. More than 26,000 schools across North America rely on our solutions to manage over $4 billion in activity funds annually.

The company is headquartered in Toronto with offices in Cambridge, ON and across the U.S., KEV is a portfolio company of Five Arrows. With over €10 billion of assets under management (AUM), the corporate private equity business of Five Arrows invests in companies with highly defensible market positions, strong management teams, and growth-based business models.

Why Join KEV?

• Work in an industry that benefits children, parents and schools
• Do meaningful and purpose-driven work, and make a real impact
• Join a quickly growing organization with real opportunity for learning and growth
• Passionate and accessible leadership team that cares about people, personally and professionally
• Hybrid work environment (3 days a week in either our North York or Cambridge office)

Job Description KEV is seeking a strong, experienced System Administrator to join our Technology Operations team. Reporting to the Director, Technology Operations & Security, you will be responsible for effectively managing the organization's server and infrastructure environment, including routine maintenance, patching, monitoring, and incident response. This will require a solid understanding of enterprise systems and ensuring they are aligned with business needs and performance expectations.

Responsibilities:

• Collaborate with development and IT teams to understand infrastructure needs and ensure system environments are properly configured, maintained, and stable.
• Partner with developers to create and maintain detailed network diagrams for each application, ensuring correct configuration, and seamless integration across systems.
• Apply scripting and automation to reduce repetitive administrative tasks and improve efficiency in system maintenance and deployment activities.
• Coordinate with the broader DevOps team to audit and verify configuration settings before deployments, so that each application meets operational standards and performance criteria.
• Provide continuous support for applications post-deployment, troubleshooting issues, gathering developer feedback, and implementing improvements to enhance stability and performance.
• Research, plan, and implement infrastructure changes that directly benefit application performance, including server setups, load balancing, and proxy configurations.
• Develop and maintain comprehensive documentation to support application changes, deployments, and troubleshooting processes, ensuring clear communication across teams.
• Lead and manage projects and incident resolutions through an IT ticketing system, coordinating investigations and responses in partnership with both development and support teams.
• Participate in an on-call rotation to manage after-hours jobs, alerts and escalations, ensuring rapid resolution of any application-related issues.

Requirements and Skills:

• 3 - 5 years of experience in systems administration or technical support, managing Microsoft-based environments and supporting enterprise infrastructure.
• Post-secondary degree, diploma, or equivalent technical certification in a relevant field. Microsoft Certifications are a strong asset.
• Familiarity with infrastructure configuration and maintenance tasks in Azure environments, including scripting and administrative automation.
• Solid understanding of security principles in complex ecosystems and proficiency with debugging and diagnostic tools to resolve application issues effectively.
• Ability to automate routine administrative tasks using PowerShell.
• Experience managing traditional server-based environments, including SFTP, IIS, and SQL Server, Windows Task Scheduler, as well as supporting third-party and in-house applications.
• Excellent communication skills for clear and effective collaboration with developers, management, and technical teams.
• Configuration hardening against standards such as NIST, STIG's, CIS Benchmarks, etc.
• Working in a regulated environment like PCI, SOC II, ISO27001, HIPAA, HITRUST, etc.
• Ability to work effectively both independently and as part of a collaborative team.
• Strong analytical and problem-solving skills with a proactive approach to investigating, troubleshooting, and resolving application issues.

This role will be in-office on a hybrid schedule - KEV Group employees will be expected to go into the office 3 days per week, in either our North York or Cambridge location. We Offer:

• Competitive salary
• Comprehensive health and dental benefits
• Professional development opportunities
• Continuing Education
• Great colleagues and collaboration

This job description indicates the general nature and level of work expected. It is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities required by an individual joining the KEV team in this or any other capacity.

KEV Group is pleased to accommodate individual needs in accordance with the Accessibility of Ontarians with Disabilities Act, 2005 (AODA), within our recruitment process. If you require accommodation at any time throughout the recruitment process, please speak with Human Resources or the hiring manager.

KEV Group is an equal opportunity employer who agrees not to discriminate against any employee or job applicant because of race, color, religion, national origin, sex, physical or mental disability, or age.