IT Support Specialist supporting Maple’s on-demand healthcare platform and 200+ employees. Managing devices, access, onboarding, security reviews, inventory, and hybrid office technology.
Responsibilities
Provide responsive technical support to employees and contractors through the IT Help Desk, Slack, and email
Drive onboarding, offboarding, and role transfers by provisioning software access and setting up, imaging, and shipping hardware
Maintain hardware inventory, including device check-ins/check-outs, shipping logistics, returns, procurement, and end-of-life retirement
Configure, troubleshoot, and maintain Mac and Windows devices
Execute system administration tasks, including application integrations, deployments, migrations, and software upgrades
Perform monthly security reviews and quarterly application access audits with Information Security
Partner with People & Culture to deliver technology for company events, including All-Hands and Town Halls
Set up presentation equipment for on-site attendees and hybrid video conferencing
Maintain and troubleshoot office A/V and meeting room equipment
Author and update IT process documentation, technical runbooks, and employee self-help guides
Host IT training and awareness sessions, including office hours, Lunch & Learns, and security tip sharing
Identify and implement improvements to recurring IT workflows and service processes
Support Maple's hybrid workplace and maintain a positive in-person and remote support experience
Requirements
2+ years of IT support experience in a corporate or Software as a Service (SaaS) environment
Hands-on experience configuring, troubleshooting, and maintaining Mac and Windows hardware and OS environments
Strong communication skills with a customer-centric, patient approach to guiding users via Slack, Google Meet, email, and support tickets
Practical experience with IT ticketing systems such as Jira Service Management, Zendesk, or Freshservice
Proven experience executing structured onboarding and offboarding workflows with close attention to detail
Ability to work on-site from the downtown Toronto office three days a week, with flexibility to support company events and critical on-site IT needs
Hands-on experience managing hardware logistics, including inventory control, shipping, returns, and procurement
Familiarity with Mobile Device Management (MDM) platforms, such as Iru/Kandji and Jamf
Familiarity with Identity and Access Management (IAM) tools, such as Okta, JumpCloud, and Microsoft Entra ID / Azure AD
Foundational networking knowledge, including Wi-Fi troubleshooting, VPNs, and cloud-managed networks such as UniFi and Cisco Meraki
Interest in building documentation and streamlining IT operations
Familiarity with endpoint protection, phishing response, and access control audits
Criminal record check (EPIC) and identity verification; additional employment or education verification may be conducted
Experience with Google Workspace Admin Console, conference room A/V technology, startup or scale-up environments, workflow automation tools, or basic Bash/Python scripting is a bonus
Benefits
24/7 access to general practitioners, pediatrics and mental health therapy for you and your family; care starts on day one
Medical, dental and life insurance
Health spending account
Annual flex benefits budget for professional development, wellness expenses or a one-time boost to retirement savings
10 dedicated health days
Work internationally in eligible countries for up to ten days per year
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