Sr. IT Support Specialist

Orchestry; Canada; Remote; CAD 75,000 - 86,000; Full time

Job summary

Join a leading company as a Sr. IT Support Specialist, part of a fully remote team. You'll be responsible for providing technical support, troubleshooting issues, and maintaining IT infrastructure. Ideal candidates will have 3 to 5+ years of experience in IT support with strong communication skills. Enjoy a supportive environment with benefits including competitive compensation, medical coverage, and annual office optimization budget.

Benefits

Medical, dental, and vision benefits

Employee Stock Options Plan

Office Optimization Budget ($200/year)

Meal & Social Perks ($50/month)

Qualifications

• 3 to 5+ years in IT support or helpdesk roles.
• Comfortable with Windows and macOS environments.
• Basic knowledge of security protocols.

Responsibilities

• Provide first-line technical support across hardware and software.
• Monitor and maintain IT infrastructure.
• Perform regular system updates and backups.

Skills

Technical support

Problem solving

Communication

Device management

Windows environment

macOS environment

Collaboration tools

Education

2-year degree or diploma in IT management

Tools

Jira

Zoho

Intune

Job description

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About the Role

At Orchestry, we’re on a mission to make work feel more intuitive, connected, and productive. We’re looking for a Senior IT Support Specialist to join our remote-first team and ensure our people stay empowered, protected, and productive through reliable tech support and proactive IT systems management.

In this role, you’ll be our go-to problem-solver for all things hardware, software, and network-related. You’ll collaborate with internal teams and external vendors to manage issues and evolve our tech stack—keeping systems secure and operations smooth. If you’re the kind of person who gets genuine satisfaction from helping people and finding smart fixes, this one’s for you.

• Provide first-line technical support to all Orchestry employees across hardware, software, and network issues.
• Install, configure, and maintain end-user systems (laptops, software, peripherals).
• Monitor and maintain IT infrastructure, including servers, VPNs, access tools, and security systems.
• Troubleshoot issues related to operating systems, applications, and hardware performance.
• Set up and manage user accounts, access permissions, and identity management tools (e.g., Entra, Azure AD, SharePoint, etc.).
• Perform regular system updates, backups, and preventative maintenance for continuity and security.
• Coordinate with external vendors for hardware repairs, software support, and licensing.
• Keep documentation current: support tickets, system configurations, user onboarding flows.
• Offer training and support to staff on commonly used tools and IT protocols.
• Track and suggest improvements in systems, tooling, and employee enablement.

What You'll Bring

• 3 to 5+ years in an IT support, helpdesk, or systems admin role—ideally in a remote-first environment.
• 2-year degree or diploma in IT management, or combination of experience & education.
• Strong knowledge of Windows and/or macOS environments, Microsoft 365, and remote collaboration tools.
• Working knowledge of system access controls, device management, and basic security protocols.
• A knack for diagnosing technical issues—and the communication skills to explain them clearly to a variety of technical and non-technical stakeholders.
• Comfort managing tools like Jira, Zoho, Intune, or other helpdesk and IT management platforms.
• Curiosity for solving problems, learning new tools, and helping others do their best work.
• Bonus: CompTIA, Network+ or MCITP certification, familiarity with SaaS/tech startup environments and managing co-op & intern support rotations.
• A chance to gain meaningful, resume-building experience in SaaS and IT operations.
• A supportive, collaborative environment that values your growth and input.
• Fully remote work, with flexible scheduling where possible.
• Opportunities to contribute to internal tools and processes.
• Be part of a passionate, driven team working to simplify the digital workplace.
• Base Compensation for this role is $75k-85.5k depending on level within the interview process.
• Equity: all employees become eligible for participation in Orchestry's Employee Stock Options Plan after one year of continuous full-time employment.
• Benefits: basic medical, dental, life, drugs, and vision via Manulife for Canadian employees. Telus EAP with mental health services & on-demand counselling.
• Office Optimization Budget: $200 annually for home office expenses.
• Meal & Social Perks: $50 monthly for team social events or meals.

Additional Information

• Seniority level: Mid-Senior level
• Employment type: Full-time
• Job function: Information Technology
• Industries: Software Development

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