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Rightsline

IT Systems Administrator

Toronto, ON, Canada

Pay: $65,000 to $70,000 CAD / year
Job type: Full-time
Apply by: Mar 24, 2027
Experience: ● 4+ years of experience in system administration or IT infrastructure, ideally in a SaaS or fast-growth tech environment
Posting language: English
Posted: Sep 25, 2026

Apply About employer

Applications open in a new tab.

Original job description

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

Support & Mentorship

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

At Rightsline, we look for these qualities in every hire, and we hold ourselves to them every day.

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.

Embrace Change

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.

Show Up

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.

Be Humble

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.

________________________________________

Equal Employment Opportunity

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.

Apply Today

If you want to join a company that strives for a mission, purpose and making an impact, we encourage you to apply today.

Apply About employer

More about this job

Responsibilities

Manage and secure the company’s Mac and Windows endpoint fleet, cloud tools, AI infrastructure, and data protection controls, while supporting compliance readiness and device lifecycle management. Administer enterprise collaboration and service management tools, monitor SaaS usage and shadow IT, coordinate vendors, and provide Tier 2 support and mentorship.

Requirements

Candidates need at least four years of systems administration or IT infrastructure experience, senior-level Mac and Windows MDM expertise, and experience administering cloud-first tools such as Google Workspace and Slack. The role also calls for AI deployment and security knowledge, endpoint and data protection skills, scripting, cross-functional collaboration, documentation, vendor management, and IT cost-control experience.

Skills

Endpoint Security
Mac And Windows Device Management
Mobile Device Management
Artificial Intelligence Administration
Data Loss Prevention
Cloud Backup
Google Workspace Administration
Slack Administration
Active Directory And Entra Administration
Microsoft 365 Administration
Scripting And Automation
SOC 2 Compliance
Tier 2 Technical Support
Vendor Management
IT Budgeting
Documentation

Visa sponsorship

Not detected in the job text

Keywords

Mosyle
Hexnode
Microsoft Intune
Mac
Windows
Mobile Device Management
Endpoint Security
Device Lifecycle Management
Artificial Intelligence
Claude
Gemini
Model Context Protocol
AI Skills And Plugins
AWS Bedrock
Data Loss Prevention
Malware Protection
Phishing Prevention
Cloud Backup
SOC 2
Google Workspace
Slack
Shadow IT
Jira Service Management
Atlassian
Active Directory
Microsoft Entra
Microsoft 365
Apple Business Manager
Bash
PowerShell

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