Technical Support IT – Contract

Workleap

. Deliver reliable, human support to every Workleap employee .

Posted 10/23/2026contractRemote • CanadaMid-LevelSenior💰 CA$68,000 - CA$85,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in IT support, access management, and device fleet management while ensuring effective communication and collaboration in both French and English. Proficient in utilizing AI tools and automations to enhance team efficiency and user experience.

Highest-signal resume keywords

Fluency In French And EnglishIT Support ExperienceAccess ManagementDevice Fleet ManagementSaaS Tools Experience

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

IT SupportAccess ManagementDevice Fleet ManagementSaaS ToolsAutomationDocumentationMicrosoft 365Entra IDSSOMDM

Soft Skills

Strong Sense Of ServiceCommunication

Tools & Technologies

ClaudeSlackJamfJiraPowerShellPythonNo-Code Automation

Tech Stack

Tools & technologies

JamfMacOSPython

About the role

Key responsibilities & impact

Deliver reliable, human support to every Workleap employee
Own access and SaaS tool management, ensuring new hires are ready on day one and access remains secure
Maintain the device fleet through rotation, deployment, and inventory management
Document and structure team knowledge to reduce repeat requests
Use AI tools such as Claude, Slack automations, and skills to speed request resolution
Drive process and tool improvements to increase team efficiency and user experience
Collaborate on incidents and one-off projects
Support the rollout of One Login and automation of request coordination

Requirements

What you’ll need

Fluency in French and English, spoken and written
Solid first- and second-line IT support experience
Strong sense of service and communication
Comfort with Microsoft 365 / Entra ID environments
Experience with access management and SaaS tools, including SSO, MDM, and ticketing
Knowledge of device fleet management on Windows and macOS
Ability to document, structure, and automate repetitive work
Comfort using AI daily, including Claude, assistants, and automations
Bonus: experience with Jamf, Jira / Jira Assets, Slack, PowerShell, Python, or no-code automation

Benefits

Comp & perks

Family health insurance
Telemedicine
Annual wellness budget
Flexible vacation policy
Remote work, with access to the Montreal office
In-person gatherings twice a year
Claude access, for everyone