IT Systems Administrator

Rightsline Inc; Toronto; Hybrid; CAD 65,000 - 70,000; Full time

Job summary

Rightsline Inc. is hiring an IT Systems Administrator to secure, optimize, and scale our endpoint and cloud IT operations across a hybrid workforce. You will partner with IT leadership and Security teams to implement robust controls, sustain device hygiene, and support AI tool deployment.

The role involves managing MDM platforms, cloud services, and collaboration tools, with travel as needed and a strong emphasis on data protection and user experience.

Qualifications

• 4+ years of experience in system administration or IT infrastructure.
• Experience with AI tools and security principles across Mac/Windows environments.

Responsibilities

• Support endpoint security and device management across Mac and PC environments using MDM solutions like Mosyle, Hexnode, Intune.
• Own device lifecycle management from procurement to decommissioning and budgeting.
• Administer and enhance our collaboration tools (Slack, Google Workspace) and Jira/Atlassian suite.
• Monitor SaaS usage, discover shadow IT, and manage third-party IT services.

Skills

System administration

Endpoint security

Cross-functional collaboration

Documentation

IT budgeting

Scripting

Tools

Mosyle

Hexnode

Intune

Slack

Google Workspace

Jira Service Management

Atlassian Suite

Job description

Salary Range: CA$65,000.00 To CA$70,000.00 Annually

Since 2012, Rightsline has been making work easier for rights and royalties professionals with our innovative rights and royalties management software, allowing our customers to maximize their portfolios without having to max out their daily to-do-lists.

Our fully integrated and configurable platform provides customers with comprehensive access to all their rights and royalties, across all markets and platforms, instantly. Departments can communicate, collaborate, and cohesively take action without worrying about mistakes; and in-app reports and timely alerts ensure our customers never miss an opportunity to do more.

The Position

As our IT Systems Administrator, you’ll support the charge in securing, optimizing, and scaling our endpoint and cloud-based IT operations. You’ll partner closely with IT leadership and Security teams to implement and maintain best-in-class systems and controls, supporting a hybrid workforce with a strong focus on proactive device management, data protection, and user experience. This is a hybrid role with an expectation to support in-office work, and it may occasionally require travel and lifting.

Mission & Impact

This role keeps Rightsline’s hybrid workforce secure, productive, and well-equipped — from the devices people use every day to the AI infrastructure the company is increasingly building on. You will be accountable for the security posture and compliance readiness of our endpoint and cloud environments, and for how safely and effectively AI tools are deployed and used across the organization. Success looks like a well-managed device fleet, audit-ready compliance, and IT and Security teams that trust the systems and controls you maintain.

What You Will Own

This role’s work spans five areas, each described below.

Endpoint Security & Device Management

• Support endpoint security and compliance across Mac and PC environments using modern MDM solutions (e.g., Mosyle, Hexnode, Intune), and ensure device hygiene, OS patching, and encryption are enforced
• Own and evolve device lifecycle management from procurement to decommissioning, including inventory tracking, configuration, and hardware budgeting
• Manage and optimize our MDM and security suite solutions (Mac & PC), working with vendors to evaluate performance, costs, and integrations

AI Infrastructure & Emerging Technology

• Support and advance our AI infrastructure and initiatives, including deployment, maintenance, and security

Data Protection & Compliance

• Maintain a secure environment with DLP, malware protection, phishing prevention, and cloud backup solutions
• Collaborate on device compliance strategy, supporting audit-readiness and SOC2 objectives through robust configuration and policy enforcement

Systems & Tools Administration

• Administer and enhance our enterprise communication tools (Slack, Google Workspace), including access policies, automation, and integrations
• Monitor and report on SaaS usage and shadow IT, using discovery tools to uncover risk and eliminate redundancy
• Oversee third-party professional IT services as needed to supplement support and project work
• Assist with Jira Service Management administration and the Atlassian suite in general
• Provide Tier 2 escalation support and mentor junior admins or IT support specialists

What You Will Bring

• 4+ years of experience in system administration or IT infrastructure, ideally in a SaaS or fast-growth tech environment
• Education or hands-on experience with Artificial Intelligence, including tools such as Claude and Gemini, MCPs, Skills, and Plugins, and third-party inference platforms such as AWS Bedrock
• Working knowledge of AI security principles, enforcement, and policy, with experience deploying and managing AI tools across Mac and Windows environments
• Senior-level experience managing Windows and Mac devices via MDM platforms, including deep troubleshooting using logs, Active Directory/Entra/M365 administration, and management profiles, ABM, system recovery, and app deployment
• Strong grasp of endpoint security, DLP, phishing, and malware defense strategies
• Experience with cloud-first environments, especially Google Workspace and Slack administration
• Advanced knowledge and experience administering and securing AI technologies across the organization
• Comfortable with scripting and automation (e.g., Bash, PowerShell, Python)
• Proven ability to work cross-functionally with InfoSec, Engineering, HR, and Finance
• Excellent documentation and vendor management skills
• Analytical mindset with experience supporting IT budgeting and cost-control initiatives

Preferred Qualifications:

• Valid driver’s license, useful for the role’s occasional travel requirements

Our Core Values

• Be Curious and Smart

  Being smart isn't about having all the answers — it's about asking the right questions, seeking out new ideas, and never assuming you already know enough.

  This industry moves fast and so do we. We don't resist change — we lean into it. That means staying flexible, letting go of what isn't working, and treating uncertainty as opportunity rather than obstacle.

  Showing up means being present — not just physically, but mentally and emotionally. Your teammates count on you. Your customers count on you. We do our best work when everyone is fully engaged and accountable to each other.

• Get it Done

  Ideas are easy. Execution is the job. We hold ourselves to what we commit to, push through the hard parts, and measure success by our actual accomplishments.

  Nobody here has a monopoly on good ideas. We listen more than we talk, share credit freely, and check our egos at the door. The best outcome matters more than whose idea it was.

Rightsline is an equal opportunity workplace. All candidates will be afforded equal opportunity through the recruiting process. We do not discriminate against any employee or applicant for employment because of race, color, sex, age, national origin, religion, sexual orientation, disability, gender identity and/or expression. We are dedicated to growing a diverse team of highly talented individuals and creating an inclusive environment where everyone feels empowered to bring their authentic selves to work.

If you are contacted for an interview and require accommodation during the interviewing process, please let us know.